All GRE Subject Test: Chemistry Resources
Example Question #13 : Carbonyl Products
What is the product of a hydroboration–oxidation reaction with 1-hexylcyclohexene?
This reaction is an electrophilic addition reaction with an alkene. This is one of many alkene addition reactions that can add an -OH group onto your starting material. The key aspect of an hydroboration-oxidation reaction is the anti-Markovinikov addition to the double bond. The -OH group should be on the least substituted of the two carbons that originate from the double bond. In light of this information, the answer is 2-cyclohexanol.