[visheshj]

4-(bromohydroxy methylidene) 1-chloro cyclohexan-1-ol is said as "optically inactive" in O P Tandon's organic chemistry textbook


If the structure is as shown in https://chemistry.stackexchange.com/questions/58630/why-is-1-ethylidene-4-methylcyclohexane-chiral

then it should be optically active

is the structure in the link correct ? is it an optically active compound ...? please explain in as much a detailed way as possible ... thanks ...

[mjc123]

Your compound would be an enol, and in tautomeric equilibrium with the keto form, which can rotate about the single bond and revert to the enol form with the opposite geometry. Either isomer, if you could isolate it, would be chiral, but the equilibrium would make it racemic.