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Topic: Preparation of benzene-1,2-dicarboxylic anhydride from benzene  (Read 9691 times)

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Offline kuromi

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Preparation of benzene-1,2-dicarboxylic anhydride from benzene
« on: January 01, 2010, 12:12:33 PM »
benzene + CH3Al/AlCl3 ---> methyl benzene + CH3Al/AlCl3  --->
1,2 or 1,3 or 1,4-dimethyl benzene +KMnO4/H+ ---> benzene-1,2-dicarboxylic acid +
P2O5 --->  benzene-1,2-dicarboxylic anhydride  !!! 

does it work ??  if not , what is the other way which can carry out in school lab??   
 

Offline Momer

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Re: Preparation of benzene-1,2-dicarboxylic anhydride from benzene
« Reply #1 on: January 01, 2010, 11:34:20 PM »
I think this is the easiest and simplest way (Freidle Craft), there are other methods but they are other methods but they are complicated.

By the way, why you wrote CH3Al !!!! it should be alkyl halide CH3-X.


Offline kuromi

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Re: Preparation of benzene-1,2-dicarboxylic anhydride from benzene
« Reply #2 on: January 02, 2010, 09:18:46 AM »
I think this is the easiest and simplest way (Freidle Craft), there are other methods but they are other methods but they are complicated.

By the way, why you wrote CH3Al !!!! it should be alkyl halide CH3-X.



it should be CH3Cl ,  i wrote wrongly !!

i also have one question is that how to test the product is benzene-1,2-dicarboxylic anhydride ?

Offline Schrödinger

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Re: Preparation of benzene-1,2-dicarboxylic anhydride from benzene
« Reply #3 on: January 02, 2010, 01:21:31 PM »
Can benzene-1,3-dicarboxylic acid and benzene-1,4-dicarboxylic acid form anhydrides?
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Offline orgopete

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Re: Preparation of benzene-1,2-dicarboxylic anhydride from benzene
« Reply #4 on: January 02, 2010, 06:40:19 PM »
If you are not going to purchase it from a supplier, I would do a F.C. acylation with succinic anhydride, cyclize, and then oxidize it to phthalic acid.
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Offline kuromi

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Re: Preparation of benzene-1,2-dicarboxylic anhydride from benzene
« Reply #5 on: January 03, 2010, 02:51:24 AM »
Can benzene-1,3-dicarboxylic acid and benzene-1,4-dicarboxylic acid form anhydrides?


i think they can't form  anhydrides !!! 

Offline kuromi

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Re: Preparation of benzene-1,2-dicarboxylic anhydride from benzene
« Reply #6 on: January 03, 2010, 02:56:35 AM »
If you are not going to purchase it from a supplier, I would do a F.C. acylation with succinic anhydride, cyclize, and then oxidize it to phthalic acid.


your suggest may be worked ...  but i think it is complicated  and my original material is benzene .   

Offline Schrödinger

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Re: Preparation of benzene-1,2-dicarboxylic anhydride from benzene
« Reply #7 on: January 04, 2010, 10:03:40 AM »
Can benzene-1,3-dicarboxylic acid and benzene-1,4-dicarboxylic acid form anhydrides?


i think they can't form  anhydrides !!! 

Now that you are clear with the fact that there is only one benzene dicarboxylic anhydride (i.e, phthalic anhydride), what compounds do you know that can be formed from phthalic anhydride ?

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