sign up I login
 advanced
refer a friend - earn nickels!!

Community Contributions - Articles by goIITians

  Back to Community Shelf like the article? email it to a friend. email this article!  
  Sn2 mechanism   2 Nickels awarded!
Tagged with:       [Post New]posted on 22 Jul 2007 21:51:33 IST    
SN2 Mechanism
 
 
Overview:
The general form of the SN2 mechanism is as follows:



nuc: = nucleophile
X = leaving group (usually halide or tosylate)
The SN2 reaction involves displacement of a leaving group (usually a halide or a tosylate), by a nucleophile. This reaction works the best with methyl and primary halides because bulky alkyl groups block the backside attack of the nucleophile, but the reaction does work with secondary halides (although it is usually accompanied by elimination), and will not react at all with tertiary halides. In the following example, the hydroxide ion is acting as the nucleophile and bromine is the leaving group:
Sn2 Mechanism
Because of the backside attack of the nucleophile, inversion of configuration occurs.
Sn2 Mechanism Example
Solvents: Protic solvents such as water and alcohols stabilize the nucleophile so much that it won't react. Therefore, a good polar aprotic solvent is required such as ethers and ketones and halogenated hydrocarbons.
Nucleophiles: A good nucleophile is required since it is involved in the rate-determining step.
Leaving groups: A good leaving group is required, such as a halide or a tosylate, since it is involved in the rate-determining step
About the Author:
rakesh61 (1898)

Blazing goIITian

Olaaa!! Perrrfect answer. 342  [436 rates]

rakesh61's Avatar

total posts: 1069    
online Offline
 this article: 0 points  (with Olaaa!! Perrrfect answer.   in 0 votes )   [?]
 
You have to be logged on to rate
  
Go to:   

Top Offers for goIITians
Correspondence Courses
Brilliant Tutorials
Narayana Institute
Aakash Institute
Classroom/Crash Courses
Narayana - Kota , Delhi , Others
Brilliant Tutorials - Class , Crash
Aakash Institute - Medical , Engg
Online Test Series
Brilliant Tutorials
Narayana Institute
Aakash Institute
Mahesh Tutorials
AMITY      Sri Chaitanya