The compound obtained by addition of water to an alkyne having more than two carbons, in the presence of and dilute at , is:
A vicinal diol
An aldehyde
An alcohol
A ketone
Alkynes undergo hydration when warmed with water in the presence of mercuric sulphate () and dilute sulphuric acid () at to form carbonyl compounds. The addition of water follows Markovnikov's rule. While the hydration of ethyne (a 2-carbon alkyne) yields ethanal (an aldehyde), the hydration of any higher alkyne having more than two carbon atoms (such as propyne, but-1-yne, etc.) yields a ketone. This happens because the nucleophile ( from water) attaches to the more substituted carbon atom of the triple bond, forming an unstable enol intermediate, which then tautomerizes to form a stable ketone .
Join thousands of students and practice with AI-generated mock tests.