Determine the major product(s) of the following alkane reaction. (Assume monosubstitution.)

• A.
• B.
• C.
• D.

Answer: (D)

Verified step by step guidance

1. Identify the type of reaction: The reaction involves an alkane and bromine (Br2) under heat or light (hv), indicating a free radical halogenation reaction.
2. Determine the possible sites for substitution: In free radical halogenation, hydrogen atoms on the alkane can be replaced by bromine. Consider the different types of hydrogen atoms present: primary, secondary, and tertiary.
3. Evaluate the stability of the radical intermediates: Bromine prefers to substitute at the site that forms the most stable radical. Tertiary radicals are more stable than secondary, which are more stable than primary.
4. Predict the major product: Given the preference for forming the most stable radical, the major product will likely involve substitution at the tertiary carbon, if available.
5. Consider monosubstitution: Since the problem specifies monosubstitution, only one bromine atom will replace one hydrogen atom, leading to a single major product based on the most stable radical formed.