The dry distillation of the calcium salt of Adipic acid (Hexanedioic acid) forces an intramolecular β Aldehydes Ketones and Carboxylic Acids Chemistry Question
Question
The dry distillation of the calcium salt of Adipic acid (Hexanedioic acid) forces an intramolecular ring closure, yielding a cyclic ketone and eliminating calcium carbonate. How many carbon atoms constitute the main ring of the resulting cyclic ketone?
Answer: 5
π‘ Solution & Explanation
Adipic acid ($HOOC-(CH_2)_4-COOH$) is a 6-carbon dicarboxylic acid. When its calcium salt undergoes dry distillation, one carbon is lost as part of the $CaCO_3$ leaving group. The remaining 5 carbons form a stable 5-membered cyclic ketone known as Cyclopentanone.
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