April 24, 2024, 09:09:44 AM
Forum Rules: Read This Before Posting


Topic: ORGANIC CHEMISTRY-Doubt regarding dehydrohalogenation  (Read 2040 times)

0 Members and 1 Guest are viewing this topic.

Offline vijay.v.nenmeli

  • New Member
  • **
  • Posts: 5
  • Mole Snacks: +0/-0
ORGANIC CHEMISTRY-Doubt regarding dehydrohalogenation
« on: February 26, 2015, 05:18:05 AM »
Hello,
In dehydrohalogenation reactions, why does the abstraction of a hydrogen take place only from the beta carbon. I've read that the beta hydrogen is more acidic than usual because of the positive charge on the beta carbon, acquired via inductive effect from the alpha carbon. But, from this perspective, shoud'nt the alpha hydrogen be more acidic (the alpha carbon has more positive charge)? So, should'nt the alpha hydrogen be abstracted. Please help.
Thanks in advance.

Offline Dan

  • Retired Staff
  • Sr. Member
  • *
  • Posts: 4716
  • Mole Snacks: +469/-72
  • Gender: Male
  • Organic Chemist
    • My research
Re: ORGANIC CHEMISTRY-Doubt regarding dehydrohalogenation
« Reply #1 on: February 26, 2015, 09:47:09 AM »
What compound are you referring to?

The α- and β-carbons of which molecule?
My research: Google Scholar and Researchgate

Offline vijay.v.nenmeli

  • New Member
  • **
  • Posts: 5
  • Mole Snacks: +0/-0
Re: ORGANIC CHEMISTRY-Doubt regarding dehydrohalogenation
« Reply #2 on: March 02, 2015, 01:31:06 AM »
Take any alkyl halide you wish.
E.g    n-butyl chloride

Offline Babcock_Hall

  • Chemist
  • Sr. Member
  • *
  • Posts: 5610
  • Mole Snacks: +321/-22
Re: ORGANIC CHEMISTRY-Doubt regarding dehydrohalogenation
« Reply #3 on: October 26, 2015, 08:29:26 PM »
If you removed the alpha hydrogen as a proton, what chemical species would you make?

Sponsored Links