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Topic: Please help with this (Sandmeyer?) reaction  (Read 3300 times)

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Offline chungfaitao

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Please help with this (Sandmeyer?) reaction
« on: July 04, 2010, 03:18:09 PM »
What is the product formed by this reaction?

I think it's something to do with a Sandmeyer reaction, but from what I understand, in a Sandmeyer reaction, NH2 gets replaced by a halogen. So does the Cl just get transfered onto the place of the NH2 on the other molecule?
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Offline OC pro

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Re: Please help with this (Sandmeyer?) reaction
« Reply #1 on: July 04, 2010, 03:43:43 PM »
You are on the wrong path. In fact, this reaction is a so-called "Azo-coupling" giving an azo compound. The R-NH3+ electrophile is attacked by the strong nucleophilic dibenzyl.
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Offline chungfaitao

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Re: Please help with this (Sandmeyer?) reaction
« Reply #2 on: July 05, 2010, 04:30:33 AM »
Got it. Thanks.
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Offline mcdonabe

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Re: Please help with this (Sandmeyer?) reaction
« Reply #3 on: July 12, 2010, 05:45:51 PM »
Quote from: OC pro on July 04, 2010, 03:43:43 PM
You are on the wrong path. In fact, this reaction is a so-called "Azo-coupling" giving an azo compound. The R-NH3+ electrophile is attacked by the strong nucleophilic dibenzyl.

Where is the R-Nh3+
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Offline OC pro

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Re: Please help with this (Sandmeyer?) reaction
« Reply #4 on: July 13, 2010, 02:38:14 PM »
I meant the RN2+Cl- salt. Sorry my mistake.
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