The Vespiary
The Hive => Chemicals & Equipment => Topic started by: Vibrating_Lights on June 06, 2003, 09:11:00 AM
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Can one take P dichlorobenzene and react it with MeCN to give P Dicyanobenzene. ??
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MeCN won't probably work but alkalimetal cyanides should.
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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.
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Is ther a more common name for Dicyanobenzene
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1,4-Benzodinitrile perhaps?
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And why was it misinforming? An explanation would be appreciated.
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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.
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I think I need more sleep. That's two very obvious misses I've made recently.