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Medical College Admission Test
Chemical and Physical Foundations of Biological Systems

Major Product from 1-Hexene and HBr Addition

Medium Organic Chemistry Addition Reactions

Consider the reaction of 1-hexene with hydrogen bromide (HBr). This is an example of an addition reaction where the alkene adds a hydrogen and a bromine atom across the double bond. When 1-hexene undergoes reaction with HBr, a carbocation intermediate is formed. Depending on the regioselectivity of the addition, one product may be favored over others. Which of the following products is expected to be the major product of the reaction of 1-hexene with HBr?

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