Reactivity of Ketones

  • #1
Do ketones react with thio alcohols?

I was studying the protection of carbonyls through acetals, and in my notes, I'd written down that ketones dont react with monohydric alcohols. Do they react with thio alcohols?
 

Answers and Replies

  • #2
chemisttree
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Ketones do indeed react with alcohols. The product is a ketal under acidic conditions. Thiols react as well to produce thioketals. One protection group for ketones is 1,3-dithiopropane. The cyclic thioketal is the protected group stable to base and easily removed by acid.
 

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