Question about p-nitrobenzyl bromide

Thread view:

Enable EMail Alerts

Start New Thread

Thread rating:

Michal Parzda - 17 Jul 2003 16:02 GMT

I need help.
I have read in few articles that p-nitrobenzyl bromide decomposite in
environment of reaction. It's especially in base environment. What is
the reason of decomposition and what are the product of decomposition
p-nitrobenzyl bromide.
Thank you for help.

Signature

Paul J. Franklin(moderator - sci.chem.organic.synthesis)
http://organicworldwide.net/sci.chem.organic.synthesis
Georgia State University <chepjf@panther.gsu.edu>
Atlanta, GA

Reply to this Message

Uncle Al - 18 Jul 2003 15:15 GMT

> I need help.
> I have read in few articles that p-nitrobenzyl bromide decomposite in
> environment of reaction. It's especially in base environment. What is
> the reason of decomposition and what are the product of decomposition
> p-nitrobenzyl bromide.

4-nitrobenzyl bromide is reactive toward bimolecular nucleophilic
displacement (Sn2) of bromide by an anion or a species with a free
pair of electrons (e.g., amine). The nitro group stabilizes it
against spontaneous dissociation (Sn1) into a benzyl carbocation
followed by capture.

Signature

Uncle Al
http://www.mazepath.com/uncleal/
(Toxic URL! Unsafe for children and most mammals)
"Quis custodiet ipsos custodes?" The Net!
--
Paul J. Franklin(moderator - sci.chem.organic.synthesis)
http://organicworldwide.net/sci.chem.organic.synthesis
Georgia State University <chepjf@panther.gsu.edu>
Atlanta, GA

Reply to this Message

Natural Science Forum / Chemistry / Organic Synthesis / July 2003

Question about p-nitrobenzyl bromide