1. Limited time only! Sign up for a free 30min personal tutor trial with Chegg Tutors
    Dismiss Notice
Dismiss Notice
Join Physics Forums Today!
The friendliest, high quality science and math community on the planet! Everyone who loves science is here!

Oxymercuration demercuration reaction help.

  1. Oct 1, 2011 #1
    1. The problem statement, all variables and given/known data

    See attachment there is reaction.why --OH attach to 2nd carbon. why not it attach first carbon(from left).

    2. Relevant equations

    steric hindrance

    3. The attempt at a solution

    there seems greater steric hindrance in right carbon(2nd from left) than left one.
     

    Attached Files:

  2. jcsd
  3. Oct 3, 2011 #2
    Sterics is not really a factor with this type of a reaction, it is electrophillic addtion, which takes place around the planar sp2 alkene. If a carbocation were formed, a methyl shift would most likely result in the OH moving to the 3 degree carbon, however, the mercuration reaction proceeds via a ring transition state, no carbocation is formed.
     
Know someone interested in this topic? Share this thread via Reddit, Google+, Twitter, or Facebook




Similar Discussions: Oxymercuration demercuration reaction help.
Loading...