The Vespiary

The Hive => Chemicals & Equipment => Topic started by: Vibrating_Lights on June 06, 2003, 09:11:00 AM

Title: P-DCB from DI chloro benzene
Post by: Vibrating_Lights on June 06, 2003, 09:11:00 AM
Can one take P dichlorobenzene and react it with MeCN to give P Dicyanobenzene.  ??

Title: MeCN won't probably work but alkalimetal ...
Post by: raffike on June 06, 2003, 10:04:00 AM
MeCN won't probably work but alkalimetal cyanides should.

Title: maybe try CuCN
Post by: Pimpo on June 06, 2003, 08:54:00 PM
Alkali cyanides generally don't convert aryl halides to nitriles, even activated ones. Anhydrous CuCN does react at 200°C. Look at Organic Syntheses, CV 3, 212 (9-CYANOPHENANTHRENE) and Organic Syntheses, CV 3, 631 (a-NAPHTHONITRILE). Note that heavier halogens generally react better.
Title: Reacting with Alkali Cyanides
Post by: Aurelius on June 06, 2003, 09:19:00 PM
Title: Common name
Post by: Vibrating_Lights on June 08, 2003, 04:50:00 PM
Is ther a more common name for  Dicyanobenzene

Title: 1,4-Benzodinitrile perhaps?
Post by: Rhodium on June 08, 2003, 07:29:00 PM
1,4-Benzodinitrile perhaps?
Title: Who rated that post?
Post by: Aurelius on June 09, 2003, 04:49:00 AM
And why was it misinforming? An explanation would be appreciated.
Title: rating explanation
Post by: Pimpo on June 09, 2003, 09:49:00 PM
Hey Aurelius, dunno who rated your post  ;) , but the reason is the following: diazonium ions are formed from aromatic AMINES and nitrous acid, not from aromatic HALIDES. Your idea should work, but you'd have to tetrazotize (i.e. diazotize twice) p-phenylenediamine.
Title: oh
Post by: Aurelius on June 10, 2003, 01:21:00 AM
I think I need more sleep.  That's two very obvious misses I've made recently.