Which of these is most easily dehydrohalogenated?
a. 5-Chlorocyclohexa-1,3-diene (1)
b. 3-Chlorocyclohexa-1,4-diene (2)
c. 1-Chlorocyclohexa-1,4-diene (3)
d. Both 1 and 3
I encountered this question a while ago. The given answer is option (b) (compound 2). But the dehydrohalogenation of compound 1 produces benzene which has high heat of formation. So why isn't that the answer?