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FREB logs are the best tool to troubleshoot compression issues on IIS 7. But before starting looking into FREB logs, it’s good to check following configuration settings in applicationhost.config file.
<httpCompression directory="%SystemDrive%\inetpub\temp\IIS Temporary Compressed Files">
<scheme name="gzip" dll="%Windir%\system32\inetsrv\gzip.dll" />
<staticTypes>
<add mimeType="text/*" enabled="true" />
<add mimeType="message/*" enabled="true" />
<add mimeType="application/x-javascript" enabled="true" />
<add mimeType="*/*" enabled="false" />
</staticTypes>
<dynamicTypes>
<add mimeType="text/*" enabled="true" />
<add mimeType="message/*" enabled="true" />
<add mimeType="*/*" enabled="false" />
</dynamicTypes>
</httpCompression>
<urlCompression doStaticCompression="true" doDynamicCompression="true"
dynamicCompressionBeforeCache="true" />
Related Articles:
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Changes to compression in IIS 7
https://www.ksingla.net/2006/06/changes_to_compression_in_iis7/
Configuring HTTP Compression in IIS 7
https://technet.microsoft.com/en-us/library/cc771003(WS.10).aspx