Which of the following is most reactive towar | vedclass

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Question

(C) Dehydrohalogenation involves the elimination of a hydrogen atom and a halogen atom to form a double bond. The reactivity depends on the stability

Vedclass · Accepted Answer

$3-$Chlorocyclohexene

Vedclass · Answer

(C) Dehydrohalogenation involves the elimination of a hydrogen atom and a halogen atom to form a double bond. The reactivity depends on the stability of the transition state and the resulting alkene.$A$: Chlorocyclohexane is a secondary alkyl halide.$B$: $1$-Methyl-$1$-chlorocyclohexane is a tertiary alkyl halide. Tertiary halides are generally more reactive towards elimination ($E2$ or $E1$) due to the formation of more stable alkenes (Zaitsev's rule).$C$: $3$-Chlorocyclohexene is an allylic halide. Allylic halides are highly reactive towards elimination because the resulting product is a conjugated diene ($1,3$-cyclohexadiene),which is significantly more stable due to resonance.$D$: $4$-Chlorocyclohexene is also an allylic halide,but the double bond formed would not be conjugated with the existing double bond,making it less stable than the product from $C$.Therefore,$3$-chlorocyclohexene is the most reactive.

Which of the following is most reactive towards dehydrohalogenation?

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