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Topic: How to synthesise 1-bromo-3-chloro-benzene?  (Read 24172 times)

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Janey

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Re:How to synthesise 1-bromo-3-chloro-benzene?
« Reply #15 on: June 07, 2005, 02:33:29 PM »
Thank you very much folks :)
Even though I'm yet not totally sure, I think it will do for a start. Additionally, I asked a Doctor of Chemistry today, as soon as the reply returns I'll post it  ;)

And btw:
http://chemistry.boisestate.edu/rbanks/organic/mc/advanced%20problems/elec_sub_unsat/elec_sub_unsat.htm
« Last Edit: June 07, 2005, 02:41:18 PM by Janey »

Offline hmx9123

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Re:How to synthesise 1-bromo-3-chloro-benzene?
« Reply #16 on: June 09, 2005, 05:44:45 PM »
This is a bit late, but if you react a Grignard with an electrophilic source of NO2 +, you will wind up with a mixture of products (-NO2, -ONO).  You could concieveably do a Friedels-Crafts type nitration (so named by Olah), with a lewis acid catalyst like AlCl3 or TiCl4 and NO2Cl.  That's some nasty stuff, though.

Offline Donaldson Tan

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Re:How to synthesise 1-bromo-3-chloro-benzene?
« Reply #17 on: June 12, 2005, 04:52:37 PM »
 :thmbup: to Dr HMX. LOL
"Say you're in a [chemical] plant and there's a snake on the floor. What are you going to do? Call a consultant? Get a meeting together to talk about which color is the snake? Employees should do one thing: walk over there and you step on the friggin� snake." - Jean-Pierre Garnier, CEO of Glaxosmithkline, June 2006

Offline Mitch

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Re:How to synthesise 1-bromo-3-chloro-benzene?
« Reply #18 on: June 12, 2005, 06:30:56 PM »
Not quite a doctor as yet. ;)
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Offline AWK

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Re:How to synthesise 1-bromo-3-chloro-benzene?
« Reply #19 on: June 13, 2005, 01:37:16 AM »
1. Nitration to m-dinitrobenzene
2. selective reduction of one nitro group (NaHS)
3. diazotization
4. Sandmayer's reaction
5. reduction
6. diazotization
7. Sandmayer's reaction
AWK

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