Question

Electrophilic addition of hypohalous acids to alkenes yields a 1,2-haloalcohol called a halohydrin. Halohydrin formation, however, does not result from the addition of HO—Br, for example. Instead the addition is done indirectly by reaction of the alkene with Br2 in the presence of water. The reaction also works with Cl2 to give chlorohydrins instead of bromohydrins. The reaction proceeds through a cyclic intermediate known as a bromonium ion. In the second step of the reaction, water is the nucleophile and reacts with the bromonium ion to yield the product. The reaction can also proceed using an alcohol as the solvent instead of water, to give a 1,2-haloether. Draw curved arrows to show the movement of electrons in this step of the mechanism.

          Electrophilic addition of hypohalous acids to alkenes yields a 1,2-haloalcohol called a halohydrin. Halohydrin formation, however, does not result from the addition of HO—Br, for example. Instead the addition is done indirectly by reaction of the alkene with Br2 in the presence of water. The reaction also works with Cl2 to give chlorohydrins instead of bromohydrins.

The reaction proceeds through a cyclic intermediate known as a bromonium ion. In the second step of the reaction, water is the nucleophile and reacts with the bromonium ion to yield the product.

The reaction can also proceed using an alcohol as the solvent instead of water, to give a 1,2-haloether.

Draw curved arrows to show the movement of electrons in this step of the mechanism.

Electrophilic addition of hypohalous acids to alkenes yields a 1,2-haloalcohol called a halohydrin. Halohydrin formation, however, does not result from the addition of HO—Br, for example. Instead the addition is done indirectly by reaction of the alkene with Br2 in the presence of water. The reaction also works with Cl2 to give chlorohydrins instead of bromohydrins.

The reaction proceeds through a cyclic intermediate known as a bromonium ion. In the second step of the reaction, water is the nucleophile and reacts with the bromonium ion to yield the product.

The reaction can also proceed using an alcohol as the solvent instead of water, to give a 1,2-haloether.

Draw curved arrows to show the movement of electrons in this step of the mechanism.

Added by Paige B.

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