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Topic: What does pABSA Do?  (Read 5107 times)

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Offline spicy

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What does pABSA Do?
« on: April 27, 2015, 03:49:57 PM »
p-ABSA, p acetamidobenzenesulfonyl azide, what does it do?

I have never used this structure. I know that it does a conversion of lactone to a diazo compound. But does it only leave the double nitrogens while the rest leaves. 
« Last Edit: April 27, 2015, 04:17:26 PM by spicy »

Offline Babcock_Hall

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Re: What does pABSA Do?
« Reply #1 on: April 27, 2015, 04:10:52 PM »
It is a forum rule that you must show an attempt first before we can help you.

Offline Babcock_Hall

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Re: What does pABSA Do?
« Reply #2 on: April 27, 2015, 09:27:26 PM »
I am unfamiliar with its reactions with lactones.  In its reactions with ketones, the rest of the molecule leaves.

Offline kriggy

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Re: What does pABSA Do?
« Reply #3 on: April 28, 2015, 05:56:30 AM »
p-ABSA, p acetamidobenzenesulfonyl azide, what does it do?

I have never used this structure. I know that it does a conversion of lactone to a diazo compound. But does it only leave the double nitrogens while the rest leaves.

Thats what it seems to do - diazo transfer. I dont know much more,  but it shouldnt be that difficult to search for more examples and/mechanism in literature
http://en.wikipedia.org/wiki/Diazo#By_diazo_transfer

Offline Dan

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Re: What does pABSA Do?
« Reply #4 on: April 28, 2015, 01:03:08 PM »
For info, pABSA was developed as a safer alternative (by Merck I think, could be wrong) to the more commonly used tosyl azide - less potential for explosion. A look into the chemistry of tosyl azide should yield more examples of its reactivity.
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