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Topic: chlorination of 4-chloro toluene  (Read 2817 times)

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Offline tfcindia

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chlorination of 4-chloro toluene
« on: April 11, 2010, 08:44:40 AM »
 is there any route to prepare this compound with out using chlorine gas
 
   1-chloro-4-(dichloromethyl)benzene
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Offline Smrt guy

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Re: chlorination of 4-chloro toluene
« Reply #1 on: April 16, 2010, 10:07:00 PM »
Maybe N-chlorosuccinimide and light?  I know that works with N-bromo to generate Br radicals.  I don't know if you would have problems with overchlorination though.
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Offline democanarchis

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Re: chlorination of 4-chloro toluene
« Reply #2 on: April 17, 2010, 08:13:37 PM »
Dichlorotoluene is dirt cheap, about $20 for 25g. Should be able to chlorinate that with NCS somewhat regioselectively given the steric bulk of the dichloromethyl group.
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