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CH3CHBrCH2Brunderset(on e equival ent)ov...

`CH_3CHBrCH_2Brunderset(on e equival ent)overset(alc. KOH)toP`
identify the main product.

A

`CH_3C-=CH`

B

`CH_2=CHCH_2Br`

C

`CH_3CBr=CH_2`

D

`CH_3CH=CHBr`

Text Solution

Verified by Experts

The correct Answer is:
D

In E2 elimination, the more acidic H is removed preferentially. The negative inductive inductive effect of the Br atoms increases the acidity of the H atoms on the C atoms to which the Br atoms are bonded. Thus, compound (2) is not obtained because its formation involves the removal of least acidic the H atom. A little amount of compound (3) is formed because presence of `CH_3` gourp with positive inductive effect decreases the acidic character of H on C-2. In addition, there is statistical effect: two H on C-1 relative to one H on C-2 Propyne is not formed as we are using only one equivalent of KOH.
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