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Halogenation
Example: When cyclohexene reacts with chlorine in carbon tetrachloride the
trans-dichloride is formed.

Hydrohalogenation
Example: When methylcyclohexene reacts with HCl, 1-chloro-1-methylcyclohexane
is formed

Oxymercuration - Demercuration
Example: The reaction sequence below shows the hydration of an alkene
(including the regiochemistry) using mercuric acetate and water, followed by
sodium borohydride.

Hydrohalogenation with 1,2 -alkyl shift
Example: The reaction for the hydrobromination of 3,3 dimethylcyclopentane is shown below. While there are two possible products, only the major product — which is the result of a carbocation rearrangement (1,2 methyl shift)

Halodydrin formation
Example: The reaction of bromine in water with methylcyclohexene. It should also be noted that another water molecule could also remove the proton in the third step.
