Theoretical organic chemistry PCl5 for RCl synthesis
Why PCl5 is used for synthesis thesis of RCl from ROH? Same reaction for RBr proceeds with HBr just fine
Alcohols also react with HCl, only under more severe conditions, due to the fact that the chloride anion is a weaker nucleophile than bromide.
@argentum Thank you! As far as I remember, phosphorous plays the main role in the mechanism, but I don't not what is so unique about it
@chaoticgood It plays the role of a Lewis acid, coordinating with the oxygen atom, turning it into a "good" leaving group
PCl5 isn't a good choise for alkyl chloride synthesis due to its price and purify. Also the remaining POCl3 is a nightmare of next water treatement or distillation. It is much better to use thionyl chloride or dry HCl/ZnCl2 IMHO