April 25, 2024, 06:05:59 AM
Forum Rules: Read This Before Posting


Topic: E2 elimination products  (Read 1105 times)

0 Members and 1 Guest are viewing this topic.

Offline owlpower

  • Regular Member
  • ***
  • Posts: 43
  • Mole Snacks: +0/-1
E2 elimination products
« on: November 22, 2018, 03:48:32 AM »
Between 1 and 2, which favours E2 elimination better?




My thoughts:
https://imgur.com/XNMSRQp

For E2, Br and H needs to be trans-diaxial, thus molecule D will be
most likely to undergo E2 elimination.

However, there are 2 ways of elimination of D, resulting in 2 products. Which product will be the major product?
I think it should be a 50-50 mixture as both products are disubstituted.

Offline clarkstill

  • Chemist
  • Full Member
  • *
  • Posts: 477
  • Mole Snacks: +77/-4
Re: E2 elimination products
« Reply #1 on: November 22, 2018, 04:14:21 AM »
Everything you've said is correct.

Since the molecules undergoing elimination have mirror symmetry, elimination will happen equally on one side of the leaving group and the the other, giving a racemic (50/50) mixture of products.

Good work!

Sponsored Links