Organic Chemistry

New kid on the Block

Joined: 22 Feb 2012
Post: 1
22 Feb 2012 01:01:04 IST
1 People liked this
440 View Post
Nuclophilic substitution
Engineering Entrance , Medical Entrance , NEET , JEE Main , AIIMS , JEE Main & Advanced , Chemistry , Organic Chemistry

KOH soln hydrolyses CH3-CHCLCH2-CH3 and CH3-CH2-CH2-CH2-CL .Which is more easily hydrolysed

Comments (5)

Blazing goIITian

Joined: 8 Sep 2011
Posts: 437
22 Feb 2012 15:03:41 IST
0 people liked this

CH3-CH2-CH2-CH2-Cl is hydrolysed easily as the reaction is SN1 and primary halides react more easily than secondary.

New kid on the Block

Joined: 22 Jan 2012
Posts: 2
22 Feb 2012 17:28:03 IST
1 people liked this

I think in sn1 reaction the order of reactivity is 3degree>2>1. Am i correct?

dhilipan1995's Avatar

Cool goIITian

Joined: 1 Oct 2011
Posts: 58
22 Feb 2012 22:13:26 IST
0 people liked this

 Yes it is for tertiary  . The first one reacts faster according to Saidsef rule

Saytzeff's Rule

Saytzeff Rule implies that base-induced eliminations (E2) will lead predominantly to the olefin in which the double bond is more highly substituted, i.e. that the product distribution will be controlled by thermodynamics.

The use of sterically hindered bases raises the activation energy barrier for the pathway to the product predicted by Saytzeff's Rule. Thus, a sterically hindered base will preferentially react with the least hindered protons, and the product distribution will be controlled by kinetics.


Blazing goIITian

Joined: 8 Sep 2011
Posts: 437
23 Feb 2012 23:15:16 IST
0 people liked this

 Im sorry, it was SN2 i was talking about. In SN2 order of reactivity is 1 degree>2>3.

Madhusudan Chavan's Avatar

Forum Expert
Joined: 9 Mar 2007
Posts: 2821
24 Feb 2012 18:21:37 IST
0 people liked this

 A good nucleophile favours SN2 while a weak nucleophile favours SN1. In the given question we presume KOH is good nucleophile, so the reaction should be SN2. The decreasing relative reactivity of alkyl halides in SN2 follows the sequence 

Methyl halide > Primary > Secondary > Tertiary > Neopentyl halide.

Quick Reply


Some HTML allowed.
Keep your comments above the belt or risk having them deleted.
Signup for a avatar to have your pictures show up by your comment
If Members see a thread that violates the Posting Rules, bring it to the attention of the Moderator Team
Free Sign Up!
Sponsored Ads

Preparing for JEE?

Kickstart your preparation with new improved study material - Books & Online Test Series for JEE 2014/ 2015

@ INR 5,443/-

For Quick Info






Vertical Limit

Top Contributors
All Time This Month Last Week
1. Bipin Dubey
Altitude - 16545 m
Post - 7958
2. Himanshu
Altitude - 10925 m
Post - 3836
3. Hari Shankar
Altitude - 10085 m
Post - 2217
4. edison
Altitude - 10825 m
Post - 7804
5. Sagar Saxena
Altitude - 8635 m
Post - 8064
6. Yagyadutt Mishr..
Altitude - 6330 m
Post - 1958

Find Posts by Topics






Parents Corner


Fun Zone