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PBr3 reaction

mohit
in Organic Chemistry

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How is the reaction of PBr3 with phenolic and similar kind of hindered aromatic alcoholic group.

PBr3 + 3 HOC6H5 → P(OC6H5)3 + 3 HBr

 

is this what you mean?

I thought PBr3 was a brominating agent, that converted hydroxyl groups to bromides.

 

I think the reaction he wants is:

 

PBr3 + HOC6H5 -> BrC6H5 + other stuff

 

I think it would work alright (IMO). The reaction mechanism is:

 

The alcohol acts as a nucleophile and kicks a bromide off of the PBr3. The bromide that was kicked off acts as a nucleophile and kicks off the -OHPBr2 group.

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