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Halohydrin Formation Reaction




The basic chemical equation for this reaction is as follows:

:C=C + X2 + H2O → X-C-C-OH

(X represents a halogen, either Cl or Br).

The reaction occurs with Anti Addition , leaving the newly added X and OH groups in a Trans Configuration .

The reaction is a form of Electrophilic Addition .

N-Bromosuccinimide is preferable to Bromine in that fewer side-products are produced.


REACTION MECHANISM

In the first step, the Pi Bond of the alkene attacks the halogen, forming a Bromonium Ion . The addition of water gives the desired halohydrin with high ''anti'' stereoselectivity and Markovnikov Addition preference.