Question

Draw the taustomeric forms of azepines and compare their stabilities.

21 Jan 2026
Answer :
Word Count : 269
Azepines are seven-membered heterocyclic compounds containing one nitrogen atom in the ring. They can exhibit tautomerism, primarily involving the migration of a proton between the nitrogen atom and an adjacent carbon atom, leading to different structural forms. The most common tautomeric forms of azepines are the imine (azepine) form and the amine (1H-azepine) form. In the imine form, the nitrogen atom is double-bonded to a carbon in the ring, producing a structure analogous to a cyclic Schiff base. In the amine form, the nitrogen atom bears a hydrogen and a single bond with adjacent carbons, while a double bond shifts to a neighboring carbon-carbon bond.
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