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Topic: HYDROHALOGENATION  (Read 4486 times)

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Offline Rishi

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HYDROHALOGENATION
« on: April 09, 2009, 05:58:22 AM »
The hydrohalogenation of alkenes occur by the Markonikov and Anti-markonikov's rule.
To carry out the reaction efficiently, one needs to purge the Hydrogen halide gas in the alkene.
Can someone explain why the hydrohalogenation is not possible with aqueous Hydrogen halide solution ?

Offline sjb

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Re: HYDROHALOGENATION
« Reply #1 on: April 09, 2009, 06:02:37 AM »
What's the mechanism of the reaction? Is there anything else in your solution that may interfere?

Offline Rishi

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Re: HYDROHALOGENATION
« Reply #2 on: April 09, 2009, 07:01:07 AM »
Well it has nothing but the alkene.
I tried to add a phase transfer catalyst to ensure the hydrohalogenation with aqueous acid since the alkene is insoluble in water.

Offline lutesium

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Re: HYDROHALOGENATION
« Reply #3 on: April 09, 2009, 07:59:27 AM »
To carry out the reaction efficiently, one needs to purge the Hydrogen halide gas in the alkene.
Can someone explain why the hydrohalogenation is not possible with aqueous Hydrogen halide solution ?


Its possibly due to the Hydration of Alkene forming an Alcohol.

Lutesium... 

Offline Rishi

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Re: HYDROHALOGENATION
« Reply #4 on: April 20, 2009, 04:36:09 AM »
Possible.....but then I am getting products other than the alcohol and the chloride. A couple of more peaks show on the GC reparts. Any idea what they could be ?

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