Organic Chemistry

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12. Alcohols, Ethers, Epoxides and Thiols

Leaving Group Conversions - Sulfonyl Chlorides

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Now that we’ve covered alkyl halides, sulfonyl chlorides can be used to convert alcohols into another great leaving group: sulfonate esters.

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Learning the mechanism of Sulfonyl Chlorides.

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This conversion proceeds without the use of SN2, meaning that we expect retention of configuration.

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Yes we know, there is an extra methyl in the original molecule in the video. However, we decided to remove it completely from the problem. 

 

This allows for a backside attack to successfully take place in the last step (seen by the blue Nu-).