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Exhibit 19-2
Consider the data below to answer the following question(s).
Cyanohydrins are important intermediates in the synthesis of α-hydroxycarboxylic acids from ketones and aldehydes.The nitrile functional group can be hydrolyzed by aqueous acid to yield a carboxylic acid.Nitriles can also be hydrolyzed to carboxylic acids using aqueous base.Unfortunately,when a cyanohydrin is treated with aqueous base the original carbonyl compound is isolated.
-Refer to Exhibit 19-2.Formulate a reasonable mechanism for the reaction of the cyanohydrin of benzaldeyhe,shown above,with aqueous NaOH.Show all intermediate structures and all electron flow with arrows.
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