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The reaction of PBr3 with a gem diol?

malachai
in Organic Chemistry

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Out of random curiosity, would it be possible to knock off the hydroxy groups of a gem diol and replacing them with bromines?

 

Granted, the reactivity of this new gem dihalide would probably much greater than the diol...

 

but under what conditions could one push the reaction to happen?

It would entirely depend on what the molecule is exactly but I wouldn't bet on it

  • 3 months later...

This is correct. When you react a 1,2-diol with PBr3 you get the corresponding 1,2-dibromide.

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