dasdas

Master Organic Chemistry Reaction Guide

SN2 reaction of organocuprates (Gilman reagents) with alkyl halides to give alkanes

Description: Alkyl halides (or tosylates) will react with organocuprates (Gilman reagents) to form alkanes in an SN2 reaction

The rest of this page is available to MOC Members only.
To get access to this page, plus over 1500 quizzes, the Reaction Encyclopedia, Org 1 / Org 2 summary sheets, and flashcards, sign up here for only 30 cents/ day!

 

 

 

Comments

Comment section

5 thoughts on “SN2 reaction of organocuprates (Gilman reagents) with alkyl halides to give alkanes

  1. In example 2, I believe, there is an extra carbon that shouldn’t be there. You use CH3-CH2-CH2-I and a cyclopentane directly attached to the CuLi, thus you should have 1-propyl-cyclopentane and not a 1-butyl-cyclopentane.

  2. That is correct. C-2 attached to Cu is nucleophilic (partially negative) and C1 attached to Br is electrophilic (partially positive).

  3. Hi, please for explaining how is created bond C1 and C2 in Mechanism? C1 is (+) and Cu is (-) —> C2 is (+) I suppose. Thx. P.

Leave a Reply

Your email address will not be published. Required fields are marked *

This site uses Akismet to reduce spam. Learn how your comment data is processed.