1. Mar 13, 2007 #1

   chaoseverlasting

   

   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?

    

   chaoseverlasting, Mar 13, 2007
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3. Mar 13, 2007 #2

   chemisttree

   

   Science Advisor

   Homework Helper

   Gold Member

   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.

    

   chemisttree, Mar 13, 2007

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