Home » Ask & Discuss » Chemistry. » Organic Chemistry « Back to Discussion



Organic Chemistry

abhilash's Avatar
Cool goIITian

Joined: 24 Oct 2008
Post: 69
15 Mar 2009 10:30:16 IST
0 People liked this
2
618 View Post
Convert Tropine into 1,3,5-cycloheptatriene(Tropylidene) in 5 steps.
None

Convert Tropine into 1,3,5-cycloheptatriene(Tropylidene) in 5 steps.


Share this article on:

Comments (2)

vignesh  the cooler version of newton's Avatar

Blazing goIITian

Joined: 16 Mar 2008
Posts: 1801
15 Mar 2009 12:49:53 IST
0 people liked this

 If we use hoffman's elimination reaction, this conversion can be done very easily......

Madhusudan Chavan's Avatar

Forum Expert
Joined: 9 Mar 2007
Posts: 2554
16 Mar 2009 20:12:31 IST
0 people liked this

First react with conc. H2SO4, dehydration takes place to form C=C.

React it with methyl iodide followed by AgOH, it will convert the tert. amino group to quaternary ammonium hydroxide.

carry out vacuum distillation, it will undergo internal Hoffmann degradation to form tertiary amine and establish C=C in conjugation with the earlier one.

Treat it with methyl iodide, AgOH followed by vacuum distillation, where again internal Hoffmann degradation takes place to form tropilidene.




Quick Reply


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!

Preparing for IIT-JEE ?

Arihant Revision Package for IIT JEE - Books, Practice Tests + Rank Predictor


@ INR 1,995/-

For Quick Info

Name

Mobile No.

Find Posts by Topics

Physics.

Topics

Mathematics.

Chemistry.

Biology

Parents

Board

Fun Zone

Sponsored Ads