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Topic: question about dibenzalacetone  (Read 8564 times)

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connie_fhy

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question about dibenzalacetone
« on: December 18, 2005, 08:00:10 AM »

is the reaction above correct???
I don't know where the -OH groups should be...
Would anyone kindly answer my question??
thank you very much~~
« Last Edit: December 18, 2005, 09:30:35 AM by connie_fhy »

Offline BelarusGirl

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Re:question about dibenzalacetone
« Reply #1 on: December 18, 2005, 11:27:35 AM »
I'm not sure, but I think that if temperature is about 100C, then carbonyl may be oxidized into carboxyl to form 2 carboxylic acids. If temperature isn't high, then maybe simple hydroxylation takes place. But it seems to me that this product won't be stable.  :-\

connie_fhy

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Re:question about dibenzalacetone
« Reply #2 on: December 19, 2005, 07:36:26 AM »
Oh~thank you for answering me~~ :D

but I asked some laboratory technical staff this afternoon~~
and I got a possible answer~~

Offline movies

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Re:question about dibenzalacetone
« Reply #3 on: December 19, 2005, 12:27:23 PM »
I think that starting material is usually called dibenzylideneacetone.

Offline BelarusGirl

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Re:question about dibenzalacetone
« Reply #4 on: December 19, 2005, 03:07:45 PM »
connie_fhy, could you tell me whay is the answer? ???

Offline moussa

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Re:question about dibenzalacetone
« Reply #5 on: December 19, 2005, 04:47:37 PM »
hi  
KMnO4 is a very strong oxidizing agent it hydrolyse your compound to two carboxilic acids rather than that you put.
this were correct if you were using Cr2O72- that is less oxidizing, you can undergo this oxidation by puting a temp. higher than that of  of evaporationketone and higher than that of alcohol and use distilation method. thus isolating your product
but with KMnO4 no isolation of intermediate is possible  you'll go directly to the final product carboxilic acid
earth is larger than a molecule

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Re:question about dibenzalacetone
« Reply #6 on: December 20, 2005, 01:47:54 AM »
You can sometimes isolate the diol product if you run the reaction at colder temperatures.  This process is used on industrial scale for dihydroxylation!

Offline moussa

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Re:question about dibenzalacetone
« Reply #7 on: December 20, 2005, 03:43:32 PM »
well it is a new important information that i'll take in conisedration
 i thought it couldn't happen with KMnO4
thank
earth is larger than a molecule

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