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Offline aieeee

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a good question
« on: January 12, 2010, 12:23:44 AM »
Q)  What happens  when  cyclohexanone is heated with KMnO4  in acidic medium ?

(actually , i thought , it results in adipic acid. but dats not d answer )

Offline cpncoop

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Re: a good question
« Reply #1 on: January 12, 2010, 07:48:38 AM »
I guess the answer to this question all depends on how you run the reaction.  Under strong enough conditions, you will get adipic acid (using chromic anhydride, etc...).  If not, I would guess you'll get 6-hydroxyhexanoic acid, which may eliminate under acidic conditions to give 5-hexenoic acid (although this reaction isn't usually done with KMnO4 - usually done with ironsulfate and copper).

I'm guessing that if you tried to run this reaction, you'd end up with somewhat of a mess on your hands, forming a mixture of a bunch of the things listed above.  Maybe I'm missing something, but that would be my answer based on a quick look in the literature.

Offline aieeee

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Re: a good question
« Reply #2 on: January 12, 2010, 08:38:39 AM »
this is the given answer :

2-oxo , hexan -1-oic acid ;D
« Last Edit: January 12, 2010, 09:05:50 AM by aieeee »

Offline Borek

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Re: a good question
« Reply #3 on: January 12, 2010, 09:00:50 AM »
sorry , ans. is not dt way. i'm giving the answer ; plz try explaining hw it hs come !

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Offline aieeee

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Re: a good question
« Reply #4 on: January 12, 2010, 09:07:31 AM »
i'm sorry if i have broken a forum rule.
i have modified my post.

Offline cpncoop

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Re: a good question
« Reply #5 on: January 12, 2010, 10:42:40 AM »
Can somebody else weigh in on this?  I don't see how that can be the correct answer, and can't find any reference that would support that transformation... Thanks...

Offline orgopete

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Re: a good question
« Reply #6 on: January 12, 2010, 11:04:04 AM »
I agree with adipic acid as a reasonable product. I wouldn't expect the 2-oxo acid, but the 6-oxo makes at least some sense, though I don't see why it shouldn't oxidize faster than cyclohexanone itself.
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cupid.callin

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Re: a good question
« Reply #7 on: December 08, 2010, 03:16:30 PM »
I have got this ...

http://203.199.213.48/513/1/42.pdf

look at page numbered 44

and also tell me what the reaction is

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