Usando .NET, como você pode encontrar o tipo MIME de um arquivo com base na assinatura do arquivo e não na extensão

StackOverflow https://stackoverflow.com/questions/58510

  •  09-06-2019
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Pergunta

Estou procurando uma maneira simples de obter um tipo MIME em que a extensão do arquivo esteja incorreta ou não seja fornecida, algo semelhante a essa questão apenas em .Net.

Foi útil?

Solução

Em Urlmon.dll, há uma função chamada FindMimeFromData.

Da documentação

A detecção do tipo MIME, ou "detecção de dados", refere-se ao processo de determinação de um tipo MIME apropriado a partir de dados binários.O resultado final depende de uma combinação de cabeçalhos do tipo MIME fornecidos pelo servidor, extensão de arquivo e/ou dos próprios dados.Normalmente, apenas os primeiros 256 bytes de dados são significativos.

Então, leia os primeiros (até) 256 bytes do arquivo e passe-os para FindMimeFromData.

Outras dicas

Eu usei urlmon.dll no final.Achei que haveria uma maneira mais fácil, mas funciona.Incluo o código para ajudar qualquer pessoa e permitir que eu o encontre novamente se precisar.

using System.Runtime.InteropServices;

...

    [DllImport(@"urlmon.dll", CharSet = CharSet.Auto)]
    private extern static System.UInt32 FindMimeFromData(
        System.UInt32 pBC,
        [MarshalAs(UnmanagedType.LPStr)] System.String pwzUrl,
        [MarshalAs(UnmanagedType.LPArray)] byte[] pBuffer,
        System.UInt32 cbSize,
        [MarshalAs(UnmanagedType.LPStr)] System.String pwzMimeProposed,
        System.UInt32 dwMimeFlags,
        out System.UInt32 ppwzMimeOut,
        System.UInt32 dwReserverd
    );

    public static string getMimeFromFile(string filename)
    {
        if (!File.Exists(filename))
            throw new FileNotFoundException(filename + " not found");

        byte[] buffer = new byte[256];
        using (FileStream fs = new FileStream(filename, FileMode.Open))
        {
            if (fs.Length >= 256)
                fs.Read(buffer, 0, 256);
            else
                fs.Read(buffer, 0, (int)fs.Length);
        }
        try
        {
            System.UInt32 mimetype;
            FindMimeFromData(0, null, buffer, 256, null, 0, out mimetype, 0);
            System.IntPtr mimeTypePtr = new IntPtr(mimetype);
            string mime = Marshal.PtrToStringUni(mimeTypePtr);
            Marshal.FreeCoTaskMem(mimeTypePtr);
            return mime;
        }
        catch (Exception e)
        {
            return "unknown/unknown";
        }
    }

Encontrei uma solução codificada, espero ajudar alguém:

public static class MIMEAssistant
{
  private static readonly Dictionary<string, string> MIMETypesDictionary = new Dictionary<string, string>
  {
    {"ai", "application/postscript"},
    {"aif", "audio/x-aiff"},
    {"aifc", "audio/x-aiff"},
    {"aiff", "audio/x-aiff"},
    {"asc", "text/plain"},
    {"atom", "application/atom+xml"},
    {"au", "audio/basic"},
    {"avi", "video/x-msvideo"},
    {"bcpio", "application/x-bcpio"},
    {"bin", "application/octet-stream"},
    {"bmp", "image/bmp"},
    {"cdf", "application/x-netcdf"},
    {"cgm", "image/cgm"},
    {"class", "application/octet-stream"},
    {"cpio", "application/x-cpio"},
    {"cpt", "application/mac-compactpro"},
    {"csh", "application/x-csh"},
    {"css", "text/css"},
    {"dcr", "application/x-director"},
    {"dif", "video/x-dv"},
    {"dir", "application/x-director"},
    {"djv", "image/vnd.djvu"},
    {"djvu", "image/vnd.djvu"},
    {"dll", "application/octet-stream"},
    {"dmg", "application/octet-stream"},
    {"dms", "application/octet-stream"},
    {"doc", "application/msword"},
    {"docx","application/vnd.openxmlformats-officedocument.wordprocessingml.document"},
    {"dotx", "application/vnd.openxmlformats-officedocument.wordprocessingml.template"},
    {"docm","application/vnd.ms-word.document.macroEnabled.12"},
    {"dotm","application/vnd.ms-word.template.macroEnabled.12"},
    {"dtd", "application/xml-dtd"},
    {"dv", "video/x-dv"},
    {"dvi", "application/x-dvi"},
    {"dxr", "application/x-director"},
    {"eps", "application/postscript"},
    {"etx", "text/x-setext"},
    {"exe", "application/octet-stream"},
    {"ez", "application/andrew-inset"},
    {"gif", "image/gif"},
    {"gram", "application/srgs"},
    {"grxml", "application/srgs+xml"},
    {"gtar", "application/x-gtar"},
    {"hdf", "application/x-hdf"},
    {"hqx", "application/mac-binhex40"},
    {"htm", "text/html"},
    {"html", "text/html"},
    {"ice", "x-conference/x-cooltalk"},
    {"ico", "image/x-icon"},
    {"ics", "text/calendar"},
    {"ief", "image/ief"},
    {"ifb", "text/calendar"},
    {"iges", "model/iges"},
    {"igs", "model/iges"},
    {"jnlp", "application/x-java-jnlp-file"},
    {"jp2", "image/jp2"},
    {"jpe", "image/jpeg"},
    {"jpeg", "image/jpeg"},
    {"jpg", "image/jpeg"},
    {"js", "application/x-javascript"},
    {"kar", "audio/midi"},
    {"latex", "application/x-latex"},
    {"lha", "application/octet-stream"},
    {"lzh", "application/octet-stream"},
    {"m3u", "audio/x-mpegurl"},
    {"m4a", "audio/mp4a-latm"},
    {"m4b", "audio/mp4a-latm"},
    {"m4p", "audio/mp4a-latm"},
    {"m4u", "video/vnd.mpegurl"},
    {"m4v", "video/x-m4v"},
    {"mac", "image/x-macpaint"},
    {"man", "application/x-troff-man"},
    {"mathml", "application/mathml+xml"},
    {"me", "application/x-troff-me"},
    {"mesh", "model/mesh"},
    {"mid", "audio/midi"},
    {"midi", "audio/midi"},
    {"mif", "application/vnd.mif"},
    {"mov", "video/quicktime"},
    {"movie", "video/x-sgi-movie"},
    {"mp2", "audio/mpeg"},
    {"mp3", "audio/mpeg"},
    {"mp4", "video/mp4"},
    {"mpe", "video/mpeg"},
    {"mpeg", "video/mpeg"},
    {"mpg", "video/mpeg"},
    {"mpga", "audio/mpeg"},
    {"ms", "application/x-troff-ms"},
    {"msh", "model/mesh"},
    {"mxu", "video/vnd.mpegurl"},
    {"nc", "application/x-netcdf"},
    {"oda", "application/oda"},
    {"ogg", "application/ogg"},
    {"pbm", "image/x-portable-bitmap"},
    {"pct", "image/pict"},
    {"pdb", "chemical/x-pdb"},
    {"pdf", "application/pdf"},
    {"pgm", "image/x-portable-graymap"},
    {"pgn", "application/x-chess-pgn"},
    {"pic", "image/pict"},
    {"pict", "image/pict"},
    {"png", "image/png"}, 
    {"pnm", "image/x-portable-anymap"},
    {"pnt", "image/x-macpaint"},
    {"pntg", "image/x-macpaint"},
    {"ppm", "image/x-portable-pixmap"},
    {"ppt", "application/vnd.ms-powerpoint"},
    {"pptx","application/vnd.openxmlformats-officedocument.presentationml.presentation"},
    {"potx","application/vnd.openxmlformats-officedocument.presentationml.template"},
    {"ppsx","application/vnd.openxmlformats-officedocument.presentationml.slideshow"},
    {"ppam","application/vnd.ms-powerpoint.addin.macroEnabled.12"},
    {"pptm","application/vnd.ms-powerpoint.presentation.macroEnabled.12"},
    {"potm","application/vnd.ms-powerpoint.template.macroEnabled.12"},
    {"ppsm","application/vnd.ms-powerpoint.slideshow.macroEnabled.12"},
    {"ps", "application/postscript"},
    {"qt", "video/quicktime"},
    {"qti", "image/x-quicktime"},
    {"qtif", "image/x-quicktime"},
    {"ra", "audio/x-pn-realaudio"},
    {"ram", "audio/x-pn-realaudio"},
    {"ras", "image/x-cmu-raster"},
    {"rdf", "application/rdf+xml"},
    {"rgb", "image/x-rgb"},
    {"rm", "application/vnd.rn-realmedia"},
    {"roff", "application/x-troff"},
    {"rtf", "text/rtf"},
    {"rtx", "text/richtext"},
    {"sgm", "text/sgml"},
    {"sgml", "text/sgml"},
    {"sh", "application/x-sh"},
    {"shar", "application/x-shar"},
    {"silo", "model/mesh"},
    {"sit", "application/x-stuffit"},
    {"skd", "application/x-koan"},
    {"skm", "application/x-koan"},
    {"skp", "application/x-koan"},
    {"skt", "application/x-koan"},
    {"smi", "application/smil"},
    {"smil", "application/smil"},
    {"snd", "audio/basic"},
    {"so", "application/octet-stream"},
    {"spl", "application/x-futuresplash"},
    {"src", "application/x-wais-source"},
    {"sv4cpio", "application/x-sv4cpio"},
    {"sv4crc", "application/x-sv4crc"},
    {"svg", "image/svg+xml"},
    {"swf", "application/x-shockwave-flash"},
    {"t", "application/x-troff"},
    {"tar", "application/x-tar"},
    {"tcl", "application/x-tcl"},
    {"tex", "application/x-tex"},
    {"texi", "application/x-texinfo"},
    {"texinfo", "application/x-texinfo"},
    {"tif", "image/tiff"},
    {"tiff", "image/tiff"},
    {"tr", "application/x-troff"},
    {"tsv", "text/tab-separated-values"},
    {"txt", "text/plain"},
    {"ustar", "application/x-ustar"},
    {"vcd", "application/x-cdlink"},
    {"vrml", "model/vrml"},
    {"vxml", "application/voicexml+xml"},
    {"wav", "audio/x-wav"},
    {"wbmp", "image/vnd.wap.wbmp"},
    {"wbmxl", "application/vnd.wap.wbxml"},
    {"wml", "text/vnd.wap.wml"},
    {"wmlc", "application/vnd.wap.wmlc"},
    {"wmls", "text/vnd.wap.wmlscript"},
    {"wmlsc", "application/vnd.wap.wmlscriptc"},
    {"wrl", "model/vrml"},
    {"xbm", "image/x-xbitmap"},
    {"xht", "application/xhtml+xml"},
    {"xhtml", "application/xhtml+xml"},
    {"xls", "application/vnd.ms-excel"},                        
    {"xml", "application/xml"},
    {"xpm", "image/x-xpixmap"},
    {"xsl", "application/xml"},
    {"xlsx","application/vnd.openxmlformats-officedocument.spreadsheetml.sheet"},
    {"xltx","application/vnd.openxmlformats-officedocument.spreadsheetml.template"},
    {"xlsm","application/vnd.ms-excel.sheet.macroEnabled.12"},
    {"xltm","application/vnd.ms-excel.template.macroEnabled.12"},
    {"xlam","application/vnd.ms-excel.addin.macroEnabled.12"},
    {"xlsb","application/vnd.ms-excel.sheet.binary.macroEnabled.12"},
    {"xslt", "application/xslt+xml"},
    {"xul", "application/vnd.mozilla.xul+xml"},
    {"xwd", "image/x-xwindowdump"},
    {"xyz", "chemical/x-xyz"},
    {"zip", "application/zip"}
  };

  public static string GetMIMEType(string fileName)
  {
    //get file extension
    string extension = Path.GetExtension(fileName).ToLowerInvariant();

    if (extension.Length > 0 && 
        MIMETypesDictionary.ContainsKey(extension.Remove(0, 1)))
    {
      return MIMETypesDictionary[extension.Remove(0, 1)];
    }
    return "unknown/unknown";
  }
}

Editar:Apenas use Detetive Mímico

Eu uso sequências de matriz de bytes para determinar o tipo MIME correto de um determinado arquivo.A vantagem disso em vez de apenas olhar para a extensão do nome do arquivo é que se um usuário renomeasse um arquivo para ignorar certas restrições de upload de tipo de arquivo, a extensão do nome do arquivo não conseguiria capturar isso.Por outro lado, obter a assinatura do arquivo por meio da matriz de bytes impedirá que esse comportamento malicioso aconteça.

Aqui está um exemplo em C#:

public class MimeType
{
    private static readonly byte[] BMP = { 66, 77 };
    private static readonly byte[] DOC = { 208, 207, 17, 224, 161, 177, 26, 225 };
    private static readonly byte[] EXE_DLL = { 77, 90 };
    private static readonly byte[] GIF = { 71, 73, 70, 56 };
    private static readonly byte[] ICO = { 0, 0, 1, 0 };
    private static readonly byte[] JPG = { 255, 216, 255 };
    private static readonly byte[] MP3 = { 255, 251, 48 };
    private static readonly byte[] OGG = { 79, 103, 103, 83, 0, 2, 0, 0, 0, 0, 0, 0, 0, 0 };
    private static readonly byte[] PDF = { 37, 80, 68, 70, 45, 49, 46 };
    private static readonly byte[] PNG = { 137, 80, 78, 71, 13, 10, 26, 10, 0, 0, 0, 13, 73, 72, 68, 82 };
    private static readonly byte[] RAR = { 82, 97, 114, 33, 26, 7, 0 };
    private static readonly byte[] SWF = { 70, 87, 83 };
    private static readonly byte[] TIFF = { 73, 73, 42, 0 };
    private static readonly byte[] TORRENT = { 100, 56, 58, 97, 110, 110, 111, 117, 110, 99, 101 };
    private static readonly byte[] TTF = { 0, 1, 0, 0, 0 };
    private static readonly byte[] WAV_AVI = { 82, 73, 70, 70 };
    private static readonly byte[] WMV_WMA = { 48, 38, 178, 117, 142, 102, 207, 17, 166, 217, 0, 170, 0, 98, 206, 108 };
    private static readonly byte[] ZIP_DOCX = { 80, 75, 3, 4 };

    public static string GetMimeType(byte[] file, string fileName)
    {

        string mime = "application/octet-stream"; //DEFAULT UNKNOWN MIME TYPE

        //Ensure that the filename isn't empty or null
        if (string.IsNullOrWhiteSpace(fileName))
        {
            return mime;
        }

        //Get the file extension
        string extension = Path.GetExtension(fileName) == null
                               ? string.Empty
                               : Path.GetExtension(fileName).ToUpper();

        //Get the MIME Type
        if (file.Take(2).SequenceEqual(BMP))
        {
            mime = "image/bmp";
        }
        else if (file.Take(8).SequenceEqual(DOC))
        {
            mime = "application/msword";
        }
        else if (file.Take(2).SequenceEqual(EXE_DLL))
        {
            mime = "application/x-msdownload"; //both use same mime type
        }
        else if (file.Take(4).SequenceEqual(GIF))
        {
            mime = "image/gif";
        }
        else if (file.Take(4).SequenceEqual(ICO))
        {
            mime = "image/x-icon";
        }
        else if (file.Take(3).SequenceEqual(JPG))
        {
            mime = "image/jpeg";
        }
        else if (file.Take(3).SequenceEqual(MP3))
        {
            mime = "audio/mpeg";
        }
        else if (file.Take(14).SequenceEqual(OGG))
        {
            if (extension == ".OGX")
            {
                mime = "application/ogg";
            }
            else if (extension == ".OGA")
            {
                mime = "audio/ogg";
            }
            else
            {
                mime = "video/ogg";
            }
        }
        else if (file.Take(7).SequenceEqual(PDF))
        {
            mime = "application/pdf";
        }
        else if (file.Take(16).SequenceEqual(PNG))
        {
            mime = "image/png";
        }
        else if (file.Take(7).SequenceEqual(RAR))
        {
            mime = "application/x-rar-compressed";
        }
        else if (file.Take(3).SequenceEqual(SWF))
        {
            mime = "application/x-shockwave-flash";
        }
        else if (file.Take(4).SequenceEqual(TIFF))
        {
            mime = "image/tiff";
        }
        else if (file.Take(11).SequenceEqual(TORRENT))
        {
            mime = "application/x-bittorrent";
        }
        else if (file.Take(5).SequenceEqual(TTF))
        {
            mime = "application/x-font-ttf";
        }
        else if (file.Take(4).SequenceEqual(WAV_AVI))
        {
            mime = extension == ".AVI" ? "video/x-msvideo" : "audio/x-wav";
        }
        else if (file.Take(16).SequenceEqual(WMV_WMA))
        {
            mime = extension == ".WMA" ? "audio/x-ms-wma" : "video/x-ms-wmv";
        }
        else if (file.Take(4).SequenceEqual(ZIP_DOCX))
        {
            mime = extension == ".DOCX" ? "application/vnd.openxmlformats-officedocument.wordprocessingml.document" : "application/x-zip-compressed";
        }

        return mime;
    }


}

Observe que lidei com os tipos de arquivo DOCX de maneira diferente, pois DOCX é, na verdade, apenas um arquivo ZIP.Nesse cenário, simplesmente verifico a extensão do arquivo depois de verificar se ele possui essa sequência.Este exemplo está longe de estar completo para algumas pessoas, mas você pode facilmente adicionar o seu próprio.

Se quiser adicionar mais tipos MIME, você pode obter sequências de matriz de bytes de muitos tipos de arquivos diferentes daqui.Também, aqui está outro bom recurso sobre assinaturas de arquivos.

O que faço muitas vezes, se tudo mais falhar, é percorrer vários arquivos de um tipo específico que estou procurando e procurar um padrão na sequência de bytes dos arquivos.No final das contas, esta ainda é uma verificação básica e não pode ser usada para comprovar 100% a determinação dos tipos de arquivo.

Se você estiver usando o .NET Framework 4.5 ou superior, agora existe um método MimeMapping.GetMimeMapping(filename) que retornará uma string com o mapeamento Mime correto para o nome de arquivo passado.Observe que isso usa a extensão do arquivo, não os dados do arquivo em si.

A documentação está em http://msdn.microsoft.com/en-us/library/system.web.mimemapping.getmimemapping

Você também pode procurar no registro.

    using System.IO;
    using Microsoft.Win32;

    string GetMimeType(FileInfo fileInfo)
    {
        string mimeType = "application/unknown";

        RegistryKey regKey = Registry.ClassesRoot.OpenSubKey(
            fileInfo.Extension.ToLower()
            );

        if(regKey != null)
        {
            object contentType = regKey.GetValue("Content Type");

            if(contentType != null)
                mimeType = contentType.ToString();
        }

        return mimeType;
    }

De uma forma ou de outra, você terá que acessar um banco de dados de MIMEs - sejam eles mapeados a partir de extensões ou números mágicos, é um tanto trivial - o registro do Windows é um desses lugares.Para uma solução independente de plataforma, seria necessário enviar este banco de dados com o código (ou como uma biblioteca independente).

Eu uso uma solução híbrida:

    using System.Runtime.InteropServices;

    [DllImport (@"urlmon.dll", CharSet = CharSet.Auto)]
    private extern static System.UInt32 FindMimeFromData(
        System.UInt32 pBC, 
        [MarshalAs(UnmanagedType.LPStr)] System.String pwzUrl,
        [MarshalAs(UnmanagedType.LPArray)] byte[] pBuffer,
        System.UInt32 cbSize,
        [MarshalAs(UnmanagedType.LPStr)] System.String pwzMimeProposed,
        System.UInt32 dwMimeFlags,
        out System.UInt32 ppwzMimeOut,
        System.UInt32 dwReserverd
    );

    private string GetMimeFromRegistry (string Filename)
    {
        string mime = "application/octetstream";
        string ext = System.IO.Path.GetExtension(Filename).ToLower();
        Microsoft.Win32.RegistryKey rk = Microsoft.Win32.Registry.ClassesRoot.OpenSubKey(ext);
        if (rk != null && rk.GetValue("Content Type") != null)
            mime = rk.GetValue("Content Type").ToString();
        return mime;
    }

    public string GetMimeTypeFromFileAndRegistry (string filename)
    {
        if (!File.Exists(filename))
        {
           return GetMimeFromRegistry (filename);
        }

        byte[] buffer = new byte[256];

        using (FileStream fs = new FileStream(filename, FileMode.Open))
        {
            if (fs.Length >= 256)
                fs.Read(buffer, 0, 256);
            else
                fs.Read(buffer, 0, (int)fs.Length);
        }

        try
        {            
            System.UInt32 mimetype;

            FindMimeFromData(0, null, buffer, 256, null, 0, out mimetype, 0);

            System.IntPtr mimeTypePtr = new IntPtr(mimetype);

            string mime = Marshal.PtrToStringUni(mimeTypePtr);

            Marshal.FreeCoTaskMem(mimeTypePtr);

            if (string.IsNullOrWhiteSpace (mime) || 
                mime =="text/plain" || mime == "application/octet-stream")                    
            {
                return GetMimeFromRegistry (filename);
            }

            return mime;
        }
        catch (Exception e)
        {
            return GetMimeFromRegistry (filename);
        }
    }

Achei este útil.Para desenvolvedores VB.NET:

    Public Shared Function GetFromFileName(ByVal fileName As String) As String
        Return GetFromExtension(Path.GetExtension(fileName).Remove(0, 1))
    End Function

    Public Shared Function GetFromExtension(ByVal extension As String) As String
        If extension.StartsWith("."c) Then
            extension = extension.Remove(0, 1)
        End If

        If MIMETypesDictionary.ContainsKey(extension) Then
            Return MIMETypesDictionary(extension)
        End If

        Return "unknown/unknown"
    End Function

    Private Shared ReadOnly MIMETypesDictionary As New Dictionary(Of String, String)() From { _
         {"ai", "application/postscript"}, _
         {"aif", "audio/x-aiff"}, _
         {"aifc", "audio/x-aiff"}, _
         {"aiff", "audio/x-aiff"}, _
         {"asc", "text/plain"}, _
         {"atom", "application/atom+xml"}, _
         {"au", "audio/basic"}, _
         {"avi", "video/x-msvideo"}, _
         {"bcpio", "application/x-bcpio"}, _
         {"bin", "application/octet-stream"}, _
         {"bmp", "image/bmp"}, _
         {"cdf", "application/x-netcdf"}, _
         {"cgm", "image/cgm"}, _
         {"class", "application/octet-stream"}, _
         {"cpio", "application/x-cpio"}, _
         {"cpt", "application/mac-compactpro"}, _
         {"csh", "application/x-csh"}, _
         {"css", "text/css"}, _
         {"dcr", "application/x-director"}, _
         {"dif", "video/x-dv"}, _
         {"dir", "application/x-director"}, _
         {"djv", "image/vnd.djvu"}, _
         {"djvu", "image/vnd.djvu"}, _
         {"dll", "application/octet-stream"}, _
         {"dmg", "application/octet-stream"}, _
         {"dms", "application/octet-stream"}, _
         {"doc", "application/msword"}, _
         {"dtd", "application/xml-dtd"}, _
         {"dv", "video/x-dv"}, _
         {"dvi", "application/x-dvi"}, _
         {"dxr", "application/x-director"}, _
         {"eps", "application/postscript"}, _
         {"etx", "text/x-setext"}, _
         {"exe", "application/octet-stream"}, _
         {"ez", "application/andrew-inset"}, _
         {"gif", "image/gif"}, _
         {"gram", "application/srgs"}, _
         {"grxml", "application/srgs+xml"}, _
         {"gtar", "application/x-gtar"}, _
         {"hdf", "application/x-hdf"}, _
         {"hqx", "application/mac-binhex40"}, _
         {"htm", "text/html"}, _
         {"html", "text/html"}, _
         {"ice", "x-conference/x-cooltalk"}, _
         {"ico", "image/x-icon"}, _
         {"ics", "text/calendar"}, _
         {"ief", "image/ief"}, _
         {"ifb", "text/calendar"}, _
         {"iges", "model/iges"}, _
         {"igs", "model/iges"}, _
         {"jnlp", "application/x-java-jnlp-file"}, _
         {"jp2", "image/jp2"}, _
         {"jpe", "image/jpeg"}, _
         {"jpeg", "image/jpeg"}, _
         {"jpg", "image/jpeg"}, _
         {"js", "application/x-javascript"}, _
         {"kar", "audio/midi"}, _
         {"latex", "application/x-latex"}, _
         {"lha", "application/octet-stream"}, _
         {"lzh", "application/octet-stream"}, _
         {"m3u", "audio/x-mpegurl"}, _
         {"m4a", "audio/mp4a-latm"}, _
         {"m4b", "audio/mp4a-latm"}, _
         {"m4p", "audio/mp4a-latm"}, _
         {"m4u", "video/vnd.mpegurl"}, _
         {"m4v", "video/x-m4v"}, _
         {"mac", "image/x-macpaint"}, _
         {"man", "application/x-troff-man"}, _
         {"mathml", "application/mathml+xml"}, _
         {"me", "application/x-troff-me"}, _
         {"mesh", "model/mesh"}, _
         {"mid", "audio/midi"}, _
         {"midi", "audio/midi"}, _
         {"mif", "application/vnd.mif"}, _
         {"mov", "video/quicktime"}, _
         {"movie", "video/x-sgi-movie"}, _
         {"mp2", "audio/mpeg"}, _
         {"mp3", "audio/mpeg"}, _
         {"mp4", "video/mp4"}, _
         {"mpe", "video/mpeg"}, _
         {"mpeg", "video/mpeg"}, _
         {"mpg", "video/mpeg"}, _
         {"mpga", "audio/mpeg"}, _
         {"ms", "application/x-troff-ms"}, _
         {"msh", "model/mesh"}, _
         {"mxu", "video/vnd.mpegurl"}, _
         {"nc", "application/x-netcdf"}, _
         {"oda", "application/oda"}, _
         {"ogg", "application/ogg"}, _
         {"pbm", "image/x-portable-bitmap"}, _
         {"pct", "image/pict"}, _
         {"pdb", "chemical/x-pdb"}, _
         {"pdf", "application/pdf"}, _
         {"pgm", "image/x-portable-graymap"}, _
         {"pgn", "application/x-chess-pgn"}, _
         {"pic", "image/pict"}, _
         {"pict", "image/pict"}, _
         {"png", "image/png"}, _
         {"pnm", "image/x-portable-anymap"}, _
         {"pnt", "image/x-macpaint"}, _
         {"pntg", "image/x-macpaint"}, _
         {"ppm", "image/x-portable-pixmap"}, _
         {"ppt", "application/vnd.ms-powerpoint"}, _
         {"ps", "application/postscript"}, _
         {"qt", "video/quicktime"}, _
         {"qti", "image/x-quicktime"}, _
         {"qtif", "image/x-quicktime"}, _
         {"ra", "audio/x-pn-realaudio"}, _
         {"ram", "audio/x-pn-realaudio"}, _
         {"ras", "image/x-cmu-raster"}, _
         {"rdf", "application/rdf+xml"}, _
         {"rgb", "image/x-rgb"}, _
         {"rm", "application/vnd.rn-realmedia"}, _
         {"roff", "application/x-troff"}, _
         {"rtf", "text/rtf"}, _
         {"rtx", "text/richtext"}, _
         {"sgm", "text/sgml"}, _
         {"sgml", "text/sgml"}, _
         {"sh", "application/x-sh"}, _
         {"shar", "application/x-shar"}, _
         {"silo", "model/mesh"}, _
         {"sit", "application/x-stuffit"}, _
         {"skd", "application/x-koan"}, _
         {"skm", "application/x-koan"}, _
         {"skp", "application/x-koan"}, _
         {"skt", "application/x-koan"}, _
         {"smi", "application/smil"}, _
         {"smil", "application/smil"}, _
         {"snd", "audio/basic"}, _
         {"so", "application/octet-stream"}, _
         {"spl", "application/x-futuresplash"}, _
         {"src", "application/x-wais-source"}, _
         {"sv4cpio", "application/x-sv4cpio"}, _
         {"sv4crc", "application/x-sv4crc"}, _
         {"svg", "image/svg+xml"}, _
         {"swf", "application/x-shockwave-flash"}, _
         {"t", "application/x-troff"}, _
         {"tar", "application/x-tar"}, _
         {"tcl", "application/x-tcl"}, _
         {"tex", "application/x-tex"}, _
         {"texi", "application/x-texinfo"}, _
         {"texinfo", "application/x-texinfo"}, _
         {"tif", "image/tiff"}, _
         {"tiff", "image/tiff"}, _
         {"tr", "application/x-troff"}, _
         {"tsv", "text/tab-separated-values"}, _
         {"txt", "text/plain"}, _
         {"ustar", "application/x-ustar"}, _
         {"vcd", "application/x-cdlink"}, _
         {"vrml", "model/vrml"}, _
         {"vxml", "application/voicexml+xml"}, _
         {"wav", "audio/x-wav"}, _
         {"wbmp", "image/vnd.wap.wbmp"}, _
         {"wbmxl", "application/vnd.wap.wbxml"}, _
         {"wml", "text/vnd.wap.wml"}, _
         {"wmlc", "application/vnd.wap.wmlc"}, _
         {"wmls", "text/vnd.wap.wmlscript"}, _
         {"wmlsc", "application/vnd.wap.wmlscriptc"}, _
         {"wrl", "model/vrml"}, _
         {"xbm", "image/x-xbitmap"}, _
         {"xht", "application/xhtml+xml"}, _
         {"xhtml", "application/xhtml+xml"}, _
         {"xls", "application/vnd.ms-excel"}, _
         {"xml", "application/xml"}, _
         {"xpm", "image/x-xpixmap"}, _
         {"xsl", "application/xml"}, _
         {"xslt", "application/xslt+xml"}, _
         {"xul", "application/vnd.mozilla.xul+xml"}, _
         {"xwd", "image/x-xwindowdump"}, _
         {"xyz", "chemical/x-xyz"}, _
         {"zip", "application/zip"} _
        }

Acho que a resposta certa é uma combinação das respostas de Steve Morgan e Serguei.É assim que o Internet Explorer faz.A chamada pinvoke para FindMimeFromData funciona para apenas 26 tipos MIME codificados.Além disso, fornecerá tipos MIME ambíguos (como text/plain ou application/octet-stream) mesmo que possa existir um tipo mime mais específico e mais apropriado.Se não fornecer um bom tipo MIME, você poderá acessar o registro para obter um tipo MIME mais específico.O registro do servidor poderia ter tipos MIME mais atualizados.

Referir-se: http://msdn.microsoft.com/en-us/library/ms775147(VS.85).aspx

Esta aula usa respostas anteriores para tentar de 3 maneiras diferentes:codificado com base na extensão, API FindMimeFromData e usando registro.

using System;
using System.Collections.Generic;
using System.IO;
using System.Runtime.InteropServices;

using Microsoft.Win32;

namespace YourNamespace
{
    public static class MimeTypeParser
    {
        [DllImport(@"urlmon.dll", CharSet = CharSet.Auto)]
        private extern static System.UInt32 FindMimeFromData(
                System.UInt32 pBC,
                [MarshalAs(UnmanagedType.LPStr)] System.String pwzUrl,
                [MarshalAs(UnmanagedType.LPArray)] byte[] pBuffer,
                System.UInt32 cbSize,
                [MarshalAs(UnmanagedType.LPStr)] System.String pwzMimeProposed,
                System.UInt32 dwMimeFlags,
                out System.UInt32 ppwzMimeOut,
                System.UInt32 dwReserverd
        );

        public static string GetMimeType(string sFilePath)
        {
            string sMimeType = GetMimeTypeFromList(sFilePath);

            if (String.IsNullOrEmpty(sMimeType))
            {
                sMimeType = GetMimeTypeFromFile(sFilePath);

                if (String.IsNullOrEmpty(sMimeType))
                {
                    sMimeType = GetMimeTypeFromRegistry(sFilePath);
                }
            }

            return sMimeType;
        }

        public static string GetMimeTypeFromList(string sFileNameOrPath)
        {
            string sMimeType = null;
            string sExtensionWithoutDot = Path.GetExtension(sFileNameOrPath).Substring(1).ToLower();

            if (!String.IsNullOrEmpty(sExtensionWithoutDot) && spDicMIMETypes.ContainsKey(sExtensionWithoutDot))
            {
                sMimeType = spDicMIMETypes[sExtensionWithoutDot];
            }

            return sMimeType;
        }

        public static string GetMimeTypeFromRegistry(string sFileNameOrPath)
        {
            string sMimeType = null;
            string sExtension = Path.GetExtension(sFileNameOrPath).ToLower();
            RegistryKey pKey = Registry.ClassesRoot.OpenSubKey(sExtension);

            if (pKey != null && pKey.GetValue("Content Type") != null)
            {
                sMimeType = pKey.GetValue("Content Type").ToString();
            }

            return sMimeType;
        }

        public static string GetMimeTypeFromFile(string sFilePath)
        {
            string sMimeType = null;

            if (File.Exists(sFilePath))
            {
                byte[] abytBuffer = new byte[256];

                using (FileStream pFileStream = new FileStream(sFilePath, FileMode.Open))
                {
                    if (pFileStream.Length >= 256)
                    {
                        pFileStream.Read(abytBuffer, 0, 256);
                    }
                    else
                    {
                        pFileStream.Read(abytBuffer, 0, (int)pFileStream.Length);
                    }
                }

                try
                {
                    UInt32 unMimeType;

                    FindMimeFromData(0, null, abytBuffer, 256, null, 0, out unMimeType, 0);

                    IntPtr pMimeType = new IntPtr(unMimeType);
                    string sMimeTypeFromFile = Marshal.PtrToStringUni(pMimeType);

                    Marshal.FreeCoTaskMem(pMimeType);

                    if (!String.IsNullOrEmpty(sMimeTypeFromFile) && sMimeTypeFromFile != "text/plain" && sMimeTypeFromFile != "application/octet-stream")
                    {
                        sMimeType = sMimeTypeFromFile;
                    }
                }
                catch {}
            }

            return sMimeType;
        }

        private static readonly Dictionary<string, string> spDicMIMETypes = new Dictionary<string, string>
        {
            {"ai", "application/postscript"},
            {"aif", "audio/x-aiff"},
            {"aifc", "audio/x-aiff"},
            {"aiff", "audio/x-aiff"},
            {"asc", "text/plain"},
            {"atom", "application/atom+xml"},
            {"au", "audio/basic"},
            {"avi", "video/x-msvideo"},
            {"bcpio", "application/x-bcpio"},
            {"bin", "application/octet-stream"},
            {"bmp", "image/bmp"},
            {"cdf", "application/x-netcdf"},
            {"cgm", "image/cgm"},
            {"class", "application/octet-stream"},
            {"cpio", "application/x-cpio"},
            {"cpt", "application/mac-compactpro"},
            {"csh", "application/x-csh"},
            {"css", "text/css"},
            {"dcr", "application/x-director"},
            {"dif", "video/x-dv"},
            {"dir", "application/x-director"},
            {"djv", "image/vnd.djvu"},
            {"djvu", "image/vnd.djvu"},
            {"dll", "application/octet-stream"},
            {"dmg", "application/octet-stream"},
            {"dms", "application/octet-stream"},
            {"doc", "application/msword"},
            {"docx","application/vnd.openxmlformats-officedocument.wordprocessingml.document"},
            {"dotx", "application/vnd.openxmlformats-officedocument.wordprocessingml.template"},
            {"docm","application/vnd.ms-word.document.macroEnabled.12"},
            {"dotm","application/vnd.ms-word.template.macroEnabled.12"},
            {"dtd", "application/xml-dtd"},
            {"dv", "video/x-dv"},
            {"dvi", "application/x-dvi"},
            {"dxr", "application/x-director"},
            {"eps", "application/postscript"},
            {"etx", "text/x-setext"},
            {"exe", "application/octet-stream"},
            {"ez", "application/andrew-inset"},
            {"gif", "image/gif"},
            {"gram", "application/srgs"},
            {"grxml", "application/srgs+xml"},
            {"gtar", "application/x-gtar"},
            {"hdf", "application/x-hdf"},
            {"hqx", "application/mac-binhex40"},
            {"htc", "text/x-component"},
            {"htm", "text/html"},
            {"html", "text/html"},
            {"ice", "x-conference/x-cooltalk"},
            {"ico", "image/x-icon"},
            {"ics", "text/calendar"},
            {"ief", "image/ief"},
            {"ifb", "text/calendar"},
            {"iges", "model/iges"},
            {"igs", "model/iges"},
            {"jnlp", "application/x-java-jnlp-file"},
            {"jp2", "image/jp2"},
            {"jpe", "image/jpeg"},
            {"jpeg", "image/jpeg"},
            {"jpg", "image/jpeg"},
            {"js", "application/x-javascript"},
            {"kar", "audio/midi"},
            {"latex", "application/x-latex"},
            {"lha", "application/octet-stream"},
            {"lzh", "application/octet-stream"},
            {"m3u", "audio/x-mpegurl"},
            {"m4a", "audio/mp4a-latm"},
            {"m4b", "audio/mp4a-latm"},
            {"m4p", "audio/mp4a-latm"},
            {"m4u", "video/vnd.mpegurl"},
            {"m4v", "video/x-m4v"},
            {"mac", "image/x-macpaint"},
            {"man", "application/x-troff-man"},
            {"mathml", "application/mathml+xml"},
            {"me", "application/x-troff-me"},
            {"mesh", "model/mesh"},
            {"mid", "audio/midi"},
            {"midi", "audio/midi"},
            {"mif", "application/vnd.mif"},
            {"mov", "video/quicktime"},
            {"movie", "video/x-sgi-movie"},
            {"mp2", "audio/mpeg"},
            {"mp3", "audio/mpeg"},
            {"mp4", "video/mp4"},
            {"mpe", "video/mpeg"},
            {"mpeg", "video/mpeg"},
            {"mpg", "video/mpeg"},
            {"mpga", "audio/mpeg"},
            {"ms", "application/x-troff-ms"},
            {"msh", "model/mesh"},
            {"mxu", "video/vnd.mpegurl"},
            {"nc", "application/x-netcdf"},
            {"oda", "application/oda"},
            {"ogg", "application/ogg"},
            {"pbm", "image/x-portable-bitmap"},
            {"pct", "image/pict"},
            {"pdb", "chemical/x-pdb"},
            {"pdf", "application/pdf"},
            {"pgm", "image/x-portable-graymap"},
            {"pgn", "application/x-chess-pgn"},
            {"pic", "image/pict"},
            {"pict", "image/pict"},
            {"png", "image/png"}, 
            {"pnm", "image/x-portable-anymap"},
            {"pnt", "image/x-macpaint"},
            {"pntg", "image/x-macpaint"},
            {"ppm", "image/x-portable-pixmap"},
            {"ppt", "application/vnd.ms-powerpoint"},
            {"pptx","application/vnd.openxmlformats-officedocument.presentationml.presentation"},
            {"potx","application/vnd.openxmlformats-officedocument.presentationml.template"},
            {"ppsx","application/vnd.openxmlformats-officedocument.presentationml.slideshow"},
            {"ppam","application/vnd.ms-powerpoint.addin.macroEnabled.12"},
            {"pptm","application/vnd.ms-powerpoint.presentation.macroEnabled.12"},
            {"potm","application/vnd.ms-powerpoint.template.macroEnabled.12"},
            {"ppsm","application/vnd.ms-powerpoint.slideshow.macroEnabled.12"},
            {"ps", "application/postscript"},
            {"qt", "video/quicktime"},
            {"qti", "image/x-quicktime"},
            {"qtif", "image/x-quicktime"},
            {"ra", "audio/x-pn-realaudio"},
            {"ram", "audio/x-pn-realaudio"},
            {"ras", "image/x-cmu-raster"},
            {"rdf", "application/rdf+xml"},
            {"rgb", "image/x-rgb"},
            {"rm", "application/vnd.rn-realmedia"},
            {"roff", "application/x-troff"},
            {"rtf", "text/rtf"},
            {"rtx", "text/richtext"},
            {"sgm", "text/sgml"},
            {"sgml", "text/sgml"},
            {"sh", "application/x-sh"},
            {"shar", "application/x-shar"},
            {"silo", "model/mesh"},
            {"sit", "application/x-stuffit"},
            {"skd", "application/x-koan"},
            {"skm", "application/x-koan"},
            {"skp", "application/x-koan"},
            {"skt", "application/x-koan"},
            {"smi", "application/smil"},
            {"smil", "application/smil"},
            {"snd", "audio/basic"},
            {"so", "application/octet-stream"},
            {"spl", "application/x-futuresplash"},
            {"src", "application/x-wais-source"},
            {"sv4cpio", "application/x-sv4cpio"},
            {"sv4crc", "application/x-sv4crc"},
            {"svg", "image/svg+xml"},
            {"swf", "application/x-shockwave-flash"},
            {"t", "application/x-troff"},
            {"tar", "application/x-tar"},
            {"tcl", "application/x-tcl"},
            {"tex", "application/x-tex"},
            {"texi", "application/x-texinfo"},
            {"texinfo", "application/x-texinfo"},
            {"tif", "image/tiff"},
            {"tiff", "image/tiff"},
            {"tr", "application/x-troff"},
            {"tsv", "text/tab-separated-values"},
            {"txt", "text/plain"},
            {"ustar", "application/x-ustar"},
            {"vcd", "application/x-cdlink"},
            {"vrml", "model/vrml"},
            {"vxml", "application/voicexml+xml"},
            {"wav", "audio/x-wav"},
            {"wbmp", "image/vnd.wap.wbmp"},
            {"wbmxl", "application/vnd.wap.wbxml"},
            {"wml", "text/vnd.wap.wml"},
            {"wmlc", "application/vnd.wap.wmlc"},
            {"wmls", "text/vnd.wap.wmlscript"},
            {"wmlsc", "application/vnd.wap.wmlscriptc"},
            {"wrl", "model/vrml"},
            {"xbm", "image/x-xbitmap"},
            {"xht", "application/xhtml+xml"},
            {"xhtml", "application/xhtml+xml"},
            {"xls", "application/vnd.ms-excel"},                                                
            {"xml", "application/xml"},
            {"xpm", "image/x-xpixmap"},
            {"xsl", "application/xml"},
            {"xlsx","application/vnd.openxmlformats-officedocument.spreadsheetml.sheet"},
            {"xltx","application/vnd.openxmlformats-officedocument.spreadsheetml.template"},
            {"xlsm","application/vnd.ms-excel.sheet.macroEnabled.12"},
            {"xltm","application/vnd.ms-excel.template.macroEnabled.12"},
            {"xlam","application/vnd.ms-excel.addin.macroEnabled.12"},
            {"xlsb","application/vnd.ms-excel.sheet.binary.macroEnabled.12"},
            {"xslt", "application/xslt+xml"},
            {"xul", "application/vnd.mozilla.xul+xml"},
            {"xwd", "image/x-xwindowdump"},
            {"xyz", "chemical/x-xyz"},
            {"zip", "application/zip"}
        };
    }
}

Me deparei com o mesmo problema e acabei optando pelo meu próprio sabor da solução de Kirk Baucom, encontrado aqui.

Parece-me que esta é uma oportunidade para alguém escrever um serviço de consulta online.

De qualquer forma, espero que ajude.

Se alguém quisesse, poderia portar o excelente módulo perl Tipo de arquivo para .NET.No código há um conjunto de pesquisas de números mágicos de cabeçalho de arquivo para cada tipo de arquivo ou correspondências de regex.

Aqui está uma biblioteca de detecção de tipo de arquivo .NET http://filetypedetective.codeplex.com/ mas detecta apenas um pequeno número de arquivos no momento.

Esta resposta é uma cópia da resposta do autor (Richard Gourlay), mas melhorada para resolver problemas no IIS 8/win2012 (onde a função causaria falha no pool de aplicativos), com base no comentário de Rohland apontando para http://www.pinvoke.net/default.aspx/urlmon.findmimefromdata

using System.Runtime.InteropServices;

...

public static string GetMimeFromFile(string filename)
{

    if (!File.Exists(filename))
        throw new FileNotFoundException(filename + " not found");

    const int maxContent = 256;

    var buffer = new byte[maxContent];
    using (var fs = new FileStream(filename, FileMode.Open))
    {
        if (fs.Length >= maxContent)
            fs.Read(buffer, 0, maxContent);
        else
            fs.Read(buffer, 0, (int) fs.Length);
    }

    var mimeTypePtr = IntPtr.Zero;
    try
    {
        var result = FindMimeFromData(IntPtr.Zero, null, buffer, maxContent, null, 0, out mimeTypePtr, 0);
        if (result != 0)
        {
            Marshal.FreeCoTaskMem(mimeTypePtr);
            throw Marshal.GetExceptionForHR(result);
        }

        var mime = Marshal.PtrToStringUni(mimeTypePtr);
        Marshal.FreeCoTaskMem(mimeTypePtr);
        return mime;
    }
    catch (Exception e)
    {
        if (mimeTypePtr != IntPtr.Zero)
        {
            Marshal.FreeCoTaskMem(mimeTypePtr);
        }
        return "unknown/unknown";
    }
}

[DllImport("urlmon.dll", CharSet = CharSet.Unicode, ExactSpelling = true, SetLastError = false)]
private static extern int FindMimeFromData(IntPtr pBC,
    [MarshalAs(UnmanagedType.LPWStr)] string pwzUrl,
    [MarshalAs(UnmanagedType.LPArray, ArraySubType = UnmanagedType.I1, SizeParamIndex = 3)] byte[] pBuffer,
    int cbSize,
    [MarshalAs(UnmanagedType.LPWStr)] string pwzMimeProposed,
    int dwMimeFlags,
    out IntPtr ppwzMimeOut,
    int dwReserved);

@Steve Morgan e @Richard Gourlay esta é uma ótima solução, obrigado por isso.Uma pequena desvantagem é que quando o número de bytes em um arquivo é 255 ou menos, o tipo MIME às vezes produzirá "aplicativo/fluxo de octetos", o que é um pouco impreciso para arquivos que deveriam produzir "texto/simples".Atualizei seu método original para explicar esta situação da seguinte forma:

Se o número de bytes no arquivo for menor ou igual a 255 e o tipo MIME deduzido for "application/octet-stream", crie uma nova matriz de bytes que consiste nos bytes do arquivo original repetidos n vezes até o número total de bytes é >= 256.Em seguida, verifique novamente o tipo MIME nessa nova matriz de bytes.

Método modificado:

Imports System.Runtime.InteropServices

<DllImport("urlmon.dll", CharSet:=CharSet.Auto)> _
Private Shared Function FindMimeFromData(pBC As System.UInt32, <MarshalAs(UnmanagedType.LPStr)> pwzUrl As System.String, <MarshalAs(UnmanagedType.LPArray)> pBuffer As Byte(), cbSize As System.UInt32, <MarshalAs(UnmanagedType.LPStr)> pwzMimeProposed As System.String, dwMimeFlags As System.UInt32, _
ByRef ppwzMimeOut As System.UInt32, dwReserverd As System.UInt32) As System.UInt32
End Function
Private Function GetMimeType(ByVal f As FileInfo) As String
    'See http://stackoverflow.com/questions/58510/using-net-how-can-you-find-the-mime-type-of-a-file-based-on-the-file-signature
    Dim returnValue As String = ""
    Dim fileStream As FileStream = Nothing
    Dim fileStreamLength As Long = 0
    Dim fileStreamIsLessThanBByteSize As Boolean = False

    Const byteSize As Integer = 255
    Const bbyteSize As Integer = byteSize + 1

    Const ambiguousMimeType As String = "application/octet-stream"
    Const unknownMimeType As String = "unknown/unknown"

    Dim buffer As Byte() = New Byte(byteSize) {}
    Dim fnGetMimeTypeValue As New Func(Of Byte(), Integer, String)(
        Function(_buffer As Byte(), _bbyteSize As Integer) As String
            Dim _returnValue As String = ""
            Dim mimeType As UInt32 = 0
            FindMimeFromData(0, Nothing, _buffer, _bbyteSize, Nothing, 0, mimeType, 0)
            Dim mimeTypePtr As IntPtr = New IntPtr(mimeType)
            _returnValue = Marshal.PtrToStringUni(mimeTypePtr)
            Marshal.FreeCoTaskMem(mimeTypePtr)
            Return _returnValue
        End Function)

    If (f.Exists()) Then
        Try
            fileStream = New FileStream(f.FullName(), FileMode.Open, FileAccess.Read, FileShare.ReadWrite)
            fileStreamLength = fileStream.Length()

            If (fileStreamLength >= bbyteSize) Then
                fileStream.Read(buffer, 0, bbyteSize)
            Else
                fileStreamIsLessThanBByteSize = True
                fileStream.Read(buffer, 0, CInt(fileStreamLength))
            End If

            returnValue = fnGetMimeTypeValue(buffer, bbyteSize)

            If (returnValue.Equals(ambiguousMimeType, StringComparison.OrdinalIgnoreCase) AndAlso fileStreamIsLessThanBByteSize AndAlso fileStreamLength > 0) Then
                'Duplicate the stream content until the stream length is >= bbyteSize to get a more deterministic mime type analysis.
                Dim currentBuffer As Byte() = buffer.Take(fileStreamLength).ToArray()
                Dim repeatCount As Integer = Math.Floor((bbyteSize / fileStreamLength) + 1)
                Dim bBufferList As List(Of Byte) = New List(Of Byte)
                While (repeatCount > 0)
                    bBufferList.AddRange(currentBuffer)
                    repeatCount -= 1
                End While
                Dim bbuffer As Byte() = bBufferList.Take(bbyteSize).ToArray()
                returnValue = fnGetMimeTypeValue(bbuffer, bbyteSize)
            End If
        Catch ex As Exception
            returnValue = unknownMimeType
        Finally
            If (fileStream IsNot Nothing) Then fileStream.Close()
        End Try
    End If
    Return returnValue
End Function

IIS 7 ou mais

Use este código, mas você precisa ser o administrador do servidor

public bool CheckMimeMapExtension(string fileExtension)
        {
            try
            {

                using (
                ServerManager serverManager = new ServerManager())
                {   
                    // connects to default app.config
                    var config = serverManager.GetApplicationHostConfiguration();
                    var staticContent = config.GetSection("system.webServer/staticContent");
                    var mimeMap = staticContent.GetCollection();

                    foreach (var mimeType in mimeMap)
                    {

                        if (((String)mimeType["fileExtension"]).Equals(fileExtension, StringComparison.OrdinalIgnoreCase))
                            return true;

                    }

                }
                return false;
            }
            catch (Exception ex)
            { 
                Console.WriteLine("An exception has occurred: \n{0}", ex.Message);
                Console.Read();
            }

            return false;

        }

Ao trabalhar com a função Web do Windows Azure ou qualquer outro host que execute seu aplicativo em Confiança Limitada, não se esqueça de que você não terá permissão para acessar o registro ou código não gerenciado.Abordagem híbrida - a combinação de try-catch-for-registry e dicionário na memória parece uma boa solução que tem um pouco de tudo.

Eu uso este código para fazer isso:

public class DefaultMimeResolver : IMimeResolver
{
    private readonly IFileRepository _fileRepository;

    public DefaultMimeResolver(IFileRepository fileRepository)
    {
        _fileRepository = fileRepository;
    }

    [DllImport(@"urlmon.dll", CharSet = CharSet.Auto)]
    private static extern System.UInt32 FindMimeFromData(
        System.UInt32 pBC, [MarshalAs(UnmanagedType.LPStr)] System.String pwzUrl,
         [MarshalAs(UnmanagedType.LPArray)] byte[] pBuffer,
         System.UInt32 cbSize,
         [MarshalAs(UnmanagedType.LPStr)] System.String pwzMimeProposed,
         System.UInt32 dwMimeFlags,
         out System.UInt32 ppwzMimeOut,
         System.UInt32 dwReserverd);


    public string GetMimeTypeFromFileExtension(string fileExtension)
    {
        if (string.IsNullOrEmpty(fileExtension))
        {
            throw new ArgumentNullException("fileExtension");
        }

        string mimeType = GetMimeTypeFromList(fileExtension);

        if (String.IsNullOrEmpty(mimeType))
        {
            mimeType = GetMimeTypeFromRegistry(fileExtension);
        }

        return mimeType;
    }

    public string GetMimeTypeFromFile(string filePath)
    {
        if (string.IsNullOrEmpty(filePath))
        {
            throw new ArgumentNullException("filePath");
        }

        if (!File.Exists(filePath))
        {
            throw new FileNotFoundException("File not found : ", filePath);
        }

        string mimeType = GetMimeTypeFromList(Path.GetExtension(filePath).ToLower());

        if (String.IsNullOrEmpty(mimeType))
        {
            mimeType = GetMimeTypeFromRegistry(Path.GetExtension(filePath).ToLower());

            if (String.IsNullOrEmpty(mimeType))
            {
                mimeType = GetMimeTypeFromFileInternal(filePath);
            }
        }

        return mimeType;
    }

    private string GetMimeTypeFromList(string fileExtension)
    {
        string mimeType = null;

        if (fileExtension.StartsWith("."))
        {
            fileExtension = fileExtension.TrimStart('.');
        }

        if (!String.IsNullOrEmpty(fileExtension) && _mimeTypes.ContainsKey(fileExtension))
        {
            mimeType = _mimeTypes[fileExtension];
        }

        return mimeType;
    }

    private string GetMimeTypeFromRegistry(string fileExtension)
    {
        string mimeType = null;
        try
        {
            RegistryKey key = Registry.ClassesRoot.OpenSubKey(fileExtension);

            if (key != null && key.GetValue("Content Type") != null)
            {
                mimeType = key.GetValue("Content Type").ToString();
            }
        }
        catch (Exception)
        {
            // Empty. When this code is running in limited mode accessing registry is not allowed.
        }

        return mimeType;
    }

    private string GetMimeTypeFromFileInternal(string filePath)
    {
        string mimeType = null;

        if (!File.Exists(filePath))
        {
            return null;
        }

        byte[] byteBuffer = new byte[256];

        using (FileStream fileStream = _fileRepository.Get(filePath))
        {
            if (fileStream.Length >= 256)
            {
                fileStream.Read(byteBuffer, 0, 256);
            }
            else
            {
                fileStream.Read(byteBuffer, 0, (int)fileStream.Length);
            }
        }

        try
        {
            UInt32 MimeTypeNum;

            FindMimeFromData(0, null, byteBuffer, 256, null, 0, out MimeTypeNum, 0);

            IntPtr mimeTypePtr = new IntPtr(MimeTypeNum);
            string mimeTypeFromFile = Marshal.PtrToStringUni(mimeTypePtr);

            Marshal.FreeCoTaskMem(mimeTypePtr);

            if (!String.IsNullOrEmpty(mimeTypeFromFile) && mimeTypeFromFile != "text/plain" && mimeTypeFromFile != "application/octet-stream")
            {
                mimeType = mimeTypeFromFile;
            }
        }
        catch
        {
            // Empty. 
        }

        return mimeType;
    }

    private readonly Dictionary<string, string> _mimeTypes = new Dictionary<string, string>
        {
            {"ai", "application/postscript"},
            {"aif", "audio/x-aiff"},
            {"aifc", "audio/x-aiff"},
            {"aiff", "audio/x-aiff"},
            {"asc", "text/plain"},
            {"atom", "application/atom+xml"},
            {"au", "audio/basic"},
            {"avi", "video/x-msvideo"},
            {"bcpio", "application/x-bcpio"},
            {"bin", "application/octet-stream"},
            {"bmp", "image/bmp"},
            {"cdf", "application/x-netcdf"},
            {"cgm", "image/cgm"},
            {"class", "application/octet-stream"},
            {"cpio", "application/x-cpio"},
            {"cpt", "application/mac-compactpro"},
            {"csh", "application/x-csh"},
            {"css", "text/css"},
            {"dcr", "application/x-director"},
            {"dif", "video/x-dv"},
            {"dir", "application/x-director"},
            {"djv", "image/vnd.djvu"},
            {"djvu", "image/vnd.djvu"},
            {"dll", "application/octet-stream"},
            {"dmg", "application/octet-stream"},
            {"dms", "application/octet-stream"},
            {"doc", "application/msword"},
            {"docx", "application/vnd.openxmlformats-officedocument.wordprocessingml.document"},
            {"dotx", "application/vnd.openxmlformats-officedocument.wordprocessingml.template"},
            {"docm", "application/vnd.ms-word.document.macroEnabled.12"},
            {"dotm", "application/vnd.ms-word.template.macroEnabled.12"},
            {"dtd", "application/xml-dtd"},
            {"dv", "video/x-dv"},
            {"dvi", "application/x-dvi"},
            {"dxr", "application/x-director"},
            {"eps", "application/postscript"},
            {"etx", "text/x-setext"},
            {"exe", "application/octet-stream"},
            {"ez", "application/andrew-inset"},
            {"gif", "image/gif"},
            {"gram", "application/srgs"},
            {"grxml", "application/srgs+xml"},
            {"gtar", "application/x-gtar"},
            {"hdf", "application/x-hdf"},
            {"hqx", "application/mac-binhex40"},
            {"htc", "text/x-component"},
            {"htm", "text/html"},
            {"html", "text/html"},
            {"ice", "x-conference/x-cooltalk"},
            {"ico", "image/x-icon"},
            {"ics", "text/calendar"},
            {"ief", "image/ief"},
            {"ifb", "text/calendar"},
            {"iges", "model/iges"},
            {"igs", "model/iges"},
            {"jnlp", "application/x-java-jnlp-file"},
            {"jp2", "image/jp2"},
            {"jpe", "image/jpeg"},
            {"jpeg", "image/jpeg"},
            {"jpg", "image/jpeg"},
            {"js", "application/x-javascript"},
            {"kar", "audio/midi"},
            {"latex", "application/x-latex"},
            {"lha", "application/octet-stream"},
            {"lzh", "application/octet-stream"},
            {"m3u", "audio/x-mpegurl"},
            {"m4a", "audio/mp4a-latm"},
            {"m4b", "audio/mp4a-latm"},
            {"m4p", "audio/mp4a-latm"},
            {"m4u", "video/vnd.mpegurl"},
            {"m4v", "video/x-m4v"},
            {"mac", "image/x-macpaint"},
            {"man", "application/x-troff-man"},
            {"mathml", "application/mathml+xml"},
            {"me", "application/x-troff-me"},
            {"mesh", "model/mesh"},
            {"mid", "audio/midi"},
            {"midi", "audio/midi"},
            {"mif", "application/vnd.mif"},
            {"mov", "video/quicktime"},
            {"movie", "video/x-sgi-movie"},
            {"mp2", "audio/mpeg"},
            {"mp3", "audio/mpeg"},
            {"mp4", "video/mp4"},
            {"mpe", "video/mpeg"},
            {"mpeg", "video/mpeg"},
            {"mpg", "video/mpeg"},
            {"mpga", "audio/mpeg"},
            {"ms", "application/x-troff-ms"},
            {"msh", "model/mesh"},
            {"mxu", "video/vnd.mpegurl"},
            {"nc", "application/x-netcdf"},
            {"oda", "application/oda"},
            {"ogg", "application/ogg"},
            {"pbm", "image/x-portable-bitmap"},
            {"pct", "image/pict"},
            {"pdb", "chemical/x-pdb"},
            {"pdf", "application/pdf"},
            {"pgm", "image/x-portable-graymap"},
            {"pgn", "application/x-chess-pgn"},
            {"pic", "image/pict"},
            {"pict", "image/pict"},
            {"png", "image/png"},
            {"pnm", "image/x-portable-anymap"},
            {"pnt", "image/x-macpaint"},
            {"pntg", "image/x-macpaint"},
            {"ppm", "image/x-portable-pixmap"},
            {"ppt", "application/vnd.ms-powerpoint"},
            {"pptx", "application/vnd.openxmlformats-officedocument.presentationml.presentation"},
            {"potx", "application/vnd.openxmlformats-officedocument.presentationml.template"},
            {"ppsx", "application/vnd.openxmlformats-officedocument.presentationml.slideshow"},
            {"ppam", "application/vnd.ms-powerpoint.addin.macroEnabled.12"},
            {"pptm", "application/vnd.ms-powerpoint.presentation.macroEnabled.12"},
            {"potm", "application/vnd.ms-powerpoint.template.macroEnabled.12"},
            {"ppsm", "application/vnd.ms-powerpoint.slideshow.macroEnabled.12"},
            {"ps", "application/postscript"},
            {"qt", "video/quicktime"},
            {"qti", "image/x-quicktime"},
            {"qtif", "image/x-quicktime"},
            {"ra", "audio/x-pn-realaudio"},
            {"ram", "audio/x-pn-realaudio"},
            {"ras", "image/x-cmu-raster"},
            {"rdf", "application/rdf+xml"},
            {"rgb", "image/x-rgb"},
            {"rm", "application/vnd.rn-realmedia"},
            {"roff", "application/x-troff"},
            {"rtf", "text/rtf"},
            {"rtx", "text/richtext"},
            {"sgm", "text/sgml"},
            {"sgml", "text/sgml"},
            {"sh", "application/x-sh"},
            {"shar", "application/x-shar"},
            {"silo", "model/mesh"},
            {"sit", "application/x-stuffit"},
            {"skd", "application/x-koan"},
            {"skm", "application/x-koan"},
            {"skp", "application/x-koan"},
            {"skt", "application/x-koan"},
            {"smi", "application/smil"},
            {"smil", "application/smil"},
            {"snd", "audio/basic"},
            {"so", "application/octet-stream"},
            {"spl", "application/x-futuresplash"},
            {"src", "application/x-wais-source"},
            {"sv4cpio", "application/x-sv4cpio"},
            {"sv4crc", "application/x-sv4crc"},
            {"svg", "image/svg+xml"},
            {"swf", "application/x-shockwave-flash"},
            {"t", "application/x-troff"},
            {"tar", "application/x-tar"},
            {"tcl", "application/x-tcl"},
            {"tex", "application/x-tex"},
            {"texi", "application/x-texinfo"},
            {"texinfo", "application/x-texinfo"},
            {"tif", "image/tiff"},
            {"tiff", "image/tiff"},
            {"tr", "application/x-troff"},
            {"tsv", "text/tab-separated-values"},
            {"txt", "text/plain"},
            {"ustar", "application/x-ustar"},
            {"vcd", "application/x-cdlink"},
            {"vrml", "model/vrml"},
            {"vxml", "application/voicexml+xml"},
            {"wav", "audio/x-wav"},
            {"wbmp", "image/vnd.wap.wbmp"},
            {"wbmxl", "application/vnd.wap.wbxml"},
            {"wml", "text/vnd.wap.wml"},
            {"wmlc", "application/vnd.wap.wmlc"},
            {"wmls", "text/vnd.wap.wmlscript"},
            {"wmlsc", "application/vnd.wap.wmlscriptc"},
            {"wrl", "model/vrml"},
            {"xbm", "image/x-xbitmap"},
            {"xht", "application/xhtml+xml"},
            {"xhtml", "application/xhtml+xml"},
            {"xls", "application/vnd.ms-excel"},
            {"xml", "application/xml"},
            {"xpm", "image/x-xpixmap"},
            {"xsl", "application/xml"},
            {"xlsx", "application/vnd.openxmlformats-officedocument.spreadsheetml.sheet"},
            {"xltx", "application/vnd.openxmlformats-officedocument.spreadsheetml.template"},
            {"xlsm", "application/vnd.ms-excel.sheet.macroEnabled.12"},
            {"xltm", "application/vnd.ms-excel.template.macroEnabled.12"},
            {"xlam", "application/vnd.ms-excel.addin.macroEnabled.12"},
            {"xlsb", "application/vnd.ms-excel.sheet.binary.macroEnabled.12"},
            {"xslt", "application/xslt+xml"},
            {"xul", "application/vnd.mozilla.xul+xml"},
            {"xwd", "image/x-xwindowdump"},
            {"xyz", "chemical/x-xyz"},
            {"zip", "application/zip"}
        };
}

Acabei usando o Winista MimeDetector da Netomatix.As fontes podem ser baixadas gratuitamente após você criar uma conta: http://www.netomatix.com/Products/DocumentManagement/MimeDetector.aspx

MimeTypes g_MimeTypes = new MimeTypes("mime-types.xml");
sbyte [] fileData = null;

using (System.IO.FileStream srcFile = new System.IO.FileStream(strFile, System.IO.FileMode.Open))
{
    byte [] data = new byte[srcFile.Length];
    srcFile.Read(data, 0, (Int32)srcFile.Length);
    fileData = Winista.Mime.SupportUtil.ToSByteArray(data);
}

MimeType oMimeType = g_MimeTypes.GetMimeType(fileData);

Isso faz parte de outra pergunta respondida aqui: Alternativa ao método FindMimeFromData em Urlmon.dll que possui mais tipos MIMEA melhor solução para este problema na minha opinião.

Detecção Winista MIME com URLMon baixe o projeto aqui:https://github.com/MeaningOfLights/MimeDetect

Digamos que alguém renomeie um exe com extensão jpg, você ainda pode determinar o formato de arquivo "real" usando análise binária.Ele não detecta swf ou flv, mas faz praticamente todos os outros formatos conhecidos + você pode obter um editor hexadecimal e adicionar mais arquivos que ele possa detectar.

Arquivo Mágico

Winista detecta o tipo MIME real usando um arquivo XML "mime-type.xml" que contém informações sobre os tipos de arquivo e as assinaturas usadas para identificar o tipo de conteúdo.

<!--
 !   Audio primary type
 ! -->

<mime-type name="audio/basic"
           description="uLaw/AU Audio File">
    <ext>au</ext><ext>snd</ext>
    <magic offset="0" type="byte" value="2e736e64000000"/>
</mime-type>

<mime-type name="audio/midi"
           description="Musical Instrument Digital Interface MIDI-sequention Sound">
    <ext>mid</ext><ext>midi</ext><ext>kar</ext>
    <magic offset="0" value="MThd"/>
</mime-type>

<mime-type name="audio/mpeg"
           description="MPEG Audio Stream, Layer III">
    <ext>mp3</ext><ext>mp2</ext><ext>mpga</ext>
    <magic offset="0" value="ID3"/>
</mime-type>

Quando o Winista não consegue detectar o formato real do arquivo, recorri ao método URLMon:

public class urlmonMimeDetect
{
    [DllImport(@"urlmon.dll", CharSet = CharSet.Auto)]
    private extern static System.UInt32 FindMimeFromData(
        System.UInt32 pBC,
        [MarshalAs(UnmanagedType.LPStr)] System.String pwzUrl,
        [MarshalAs(UnmanagedType.LPArray)] byte[] pBuffer,
        System.UInt32 cbSize,
        [MarshalAs(UnmanagedType.LPStr)] System.String pwzMimeProposed,
        System.UInt32 dwMimeFlags,
        out System.UInt32 ppwzMimeOut,
        System.UInt32 dwReserverd
    );

public string GetMimeFromFile(string filename)
{
    if (!File.Exists(filename))
        throw new FileNotFoundException(filename + " not found");

    byte[] buffer = new byte[256];
    using (FileStream fs = new FileStream(filename, FileMode.Open, FileAccess.Read))
    {
        if (fs.Length >= 256)
            fs.Read(buffer, 0, 256);
        else
            fs.Read(buffer, 0, (int)fs.Length);
    }
    try
    {
        System.UInt32 mimetype;
        FindMimeFromData(0, null, buffer, 256, null, 0, out mimetype, 0);
        System.IntPtr mimeTypePtr = new IntPtr(mimetype);
        string mime = Marshal.PtrToStringUni(mimeTypePtr);
        Marshal.FreeCoTaskMem(mimeTypePtr);
        return mime;
    }
    catch (Exception e)
    {
        return "unknown/unknown";
    }
}
}

De dentro do método Winista, recorro ao URLMon aqui:

   public MimeType GetMimeTypeFromFile(string filePath)
    {
        sbyte[] fileData = null;
        using (FileStream srcFile = new FileStream(filePath, FileMode.Open, FileAccess.Read))
        {
            byte[] data = new byte[srcFile.Length];
            srcFile.Read(data, 0, (Int32)srcFile.Length);
            fileData = Winista.Mime.SupportUtil.ToSByteArray(data);
        }

        MimeType oMimeType = GetMimeType(fileData);
        if (oMimeType != null) return oMimeType;

        //We haven't found the file using Magic (eg a text/plain file)
        //so instead use URLMon to try and get the files format
        Winista.MimeDetect.URLMONMimeDetect.urlmonMimeDetect urlmonMimeDetect = new Winista.MimeDetect.URLMONMimeDetect.urlmonMimeDetect();
        string urlmonMimeType = urlmonMimeDetect.GetMimeFromFile(filePath);
        if (!string.IsNullOrEmpty(urlmonMimeType))
        {
            foreach (MimeType mimeType in types)
            {
                if (mimeType.Name == urlmonMimeType)
                {
                    return mimeType;
                }
            }
        }

        return oMimeType;
    }
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