Ch_322a_6.017

Ch_322a_6.017 - These two mechanisms of nucleophilic...

Info iconThis preview shows pages 1–4. Sign up to view the full content.

View Full Document Right Arrow Icon
Competing S N 1 and S N 2 Reactions These two mechanisms of nucleophilic substitution are always potentially available as modes of reaction for a substrate. For some RX compounds, only one mechanism dominates, but for others the two mechanisms are competitive. Log of Rate RX Type CH 3 CH 3 CH 2 (CH 3 ) 2 CH (CH 3 ) 3 C S N 1 S N 2 overall reactivity in nucleophilic substitution S N 2 dominates S N 1 dominates competitive mechanisms
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Effect of the Concentration and Strength of the Nucleophile A change in the concentration of the nucleophile will affect the rate of an S N 2 reaction but will have no effect on an S N 1 reaction. S N 1 R-X R + + X - R + + Nu: - R- Nu slow step fast step Rate = k [R-X] S N 2 R-X + Nu: - R- Nu + X - single step Rate = k [R-X] [Nu: - ] Since the concentration of nucleophile appears only in the rate expression for the S N 2 reaction, the concentration of nucleophile only affects that reaction rate.
Background image of page 2
Nucleophile Strength Nucleophile strength means "reactivity."
Background image of page 3

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Image of page 4
This is the end of the preview. Sign up to access the rest of the document.

This note was uploaded on 07/22/2009 for the course CHEM 322AL taught by Professor Jung during the Summer '07 term at USC.

Page1 / 6

Ch_322a_6.017 - These two mechanisms of nucleophilic...

This preview shows document pages 1 - 4. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online