Predict the product of the following reaction sequence.

Question

Quizplus · Accepted Answer

The reaction sequence involves two steps. In the first step, an alkene undergoes hydroboration-oxidation. This converts the double bond into an alcohol. In the second step, the alcohol is treated with thionyl chloride (SOCl2) which converts it into a primary alkyl chloride. The overall reaction can be represented as:
Alkene + BH3→Alcohol→Primary alkyl chloride
In this particular case, the starting material is an alkene with three carbons. Hydroboration of this alkene will result in the formation of a primary alcohol with three carbons (I). Treatment of this alcohol with thionyl chloride (SOCl2) will result in the formation of the corresponding primary alkyl chloride with three carbons (II). Therefore, the correct answer is B.

Predict the Product of the Following Reaction Sequence