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@OP, When a weak acid and its conjugate base are present in comparable amounts, what do you have?
Quote from: Babcock_Hall on June 12, 2019, 07:34:17 PM@OP, When a weak acid and its conjugate base are present in comparable amounts, what do you have?You have a buffer, but how is the formation of the nitrile then?
Not exactly. Alfred Wohl used this reaction in 1893 for the conversion of glucose oxime to nitrile. He isolated oxime and tested its geometry. He knew that only syn-oximes react with acetic anhydride with the formation of nitrile. Next step reaction with sodium ethoxide was a real degradation with carbon chain shortening.