Author Topic: P-DCB from DI chloro benzene  (Read 577 times)

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Vibrating_Lights

  • Guest
P-DCB from DI chloro benzene
« on: June 06, 2003, 09:11:00 AM »
Can one take P dichlorobenzene and react it with MeCN to give P Dicyanobenzene.  ??


raffike

  • Guest
MeCN won't probably work but alkalimetal ...
« Reply #1 on: June 06, 2003, 10:04:00 AM »
MeCN won't probably work but alkalimetal cyanides should.


Pimpo

  • Guest
maybe try CuCN
« Reply #2 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.

Aurelius

  • Guest
Reacting with Alkali Cyanides
« Reply #3 on: June 06, 2003, 09:19:00 PM »

Vibrating_Lights

  • Guest
Common name
« Reply #4 on: June 08, 2003, 04:50:00 PM »
Is ther a more common name for  Dicyanobenzene


Rhodium

  • Guest
1,4-Benzodinitrile perhaps?
« Reply #5 on: June 08, 2003, 07:29:00 PM »
1,4-Benzodinitrile perhaps?

Aurelius

  • Guest
Who rated that post?
« Reply #6 on: June 09, 2003, 04:49:00 AM »
And why was it misinforming? An explanation would be appreciated.

Pimpo

  • Guest
rating explanation
« Reply #7 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.

Aurelius

  • Guest
oh
« Reply #8 on: June 10, 2003, 01:21:00 AM »
I think I need more sleep.  That's two very obvious misses I've made recently.