NEETChemistryHydrocarbons
Consider the following alkyl bromides: (A) 3-Bromocyclohexene (B) Bromocyclohexane (C) 1-Bromohexane The correct decreasing order of their reactivity towards dehydrohalogenation with alcoholic KOH is:
Options
- A(A) > (B) > (C)
- B(C) > (B) > (A)
- C(B) > (A) > (C)
- D(B) > (C) > (A)
Correct answer
A. (A) > (B) > (C)
Step-by-step solution
The rate of dehydrohalogenation (E2 elimination) is directly proportional to the stability of the major alkene formed. (A) 3-Bromocyclohexene undergoes dehydrohalogenation to form cyclohexa-1,3-diene, which is highly stable due to conjugation. (B) Bromocyclohexane undergoes dehydrohalogenation to form cyclohexene, which is stabilized by hyperconjugation (it is a disubstituted alkene). (C) 1-Bromohexane undergoes dehydrohalogenation to form hex-1-ene, which is a monosubstituted terminal alkene and is the least stabl