Oxymercuration demercuration reaction help.

  • Thread starter Thread starter vkash
  • Start date Start date
  • Tags Tags
    Reaction
Join the discussion
Ask a follow-up here, or get your own question answered by working scientists, mathematicians and engineers — people, not an autocomplete.
Real named experts · corrections over time · the nuance an AI answer skips
1 reply · 3K views
vkash
Messages
316
Reaction score
1

Homework Statement



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

Homework Equations



steric hindrance

The Attempt at a Solution



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

Attachments

  • Untitled.png
    Untitled.png
    5.1 KB · Views: 493
Physics news on Phys.org
vkash said:

Homework Statement



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

Homework Equations



steric hindrance

The Attempt at a Solution



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

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.