Halohydrins are formed by the reaction of alkenes with bromine in water. A different product is produced in a similar reaction when ethanol is used instead of water. Determine the mechanism for the formation of this product.

Provide the alkene that could be used to synthesize the halohydrin given below.

Determine the product of the reaction of the following compound with bromine if the formula of the product is C₈H₁₅BrO. Propose a mechanism for the formation of the product.

For each of the following reactions, determine the major product(s). Include stereochemistry in your answer.
(i) cis-hex-3-ene + Cl₂/H₂O
(ii) trans-hex-3-ene + Cl₂/H₂O

Predict the products formed in the following reactions.

Provide an alkene reactant and the reagents needed to prepare the compound shown below.

Instead of obtaining an iodohydrin from an alkene reaction, a student got a good yield of an unexpected product (as shown below). Suggest a mechanism to explain the reaction.