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Topic: Tetrazole a good nucleophile?  (Read 3064 times)

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Offline Nescafe

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Tetrazole a good nucleophile?
« on: September 17, 2012, 09:27:09 PM »
Hi,

I am guessing not really since the negative charge is delocalized but I have seen it being nucleophilic. It is easy to deprotonate (pKa ~ 5). The reason I bring it up is because i would like to use it in a SN2 reaction and I am not sure how well it will do :S

Cheers,

Nescafe.

Offline discodermolide

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Re: Tetrazole a good nucleophile?
« Reply #1 on: September 17, 2012, 11:07:51 PM »
The alkali metal salts of tetrazole are good nucleophiles. Watch out though. Depending upon your tetrazole substitution the salt may be explosive. So don't isolate it keep it in solution.
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