Chemistry - Hydrocarbon Question with Solution | TestHub

The question asks about the number of monochlorinated products, including stereoisomers, obtained from the monochlorination of 3-methylpentane. Let's analyze the structure and the possible substitution points.

3-methylpentane has the following structure:

CH₃-CH₂-CH(CH₃)-CH₂-CH₃

Monochlorination means replacing one hydrogen atom with one chlorine atom. We need to consider all possible distinct positions where chlorine can substitute, and whether any of those substitutions create a chiral center (stereocenter).

1. Substitution at C1: CH₂Cl-CH₂-CH(CH₃)-CH₂-CH₃. This carbon is not chiral.

2. Substitution at C2: CH₃-CHCl-CH(CH₃)-CH₂-CH₃. This carbon IS chiral. Therefore, we have 2 stereoisomers here.

3. Substitution at C3: CH₃-CH₂-C(Cl)(CH₃)-CH₂-CH₃. This carbon is not chiral.

4. Substitution at C4: CH₃-CH₂-CH(CH₃)-CHCl-CH₃. This carbon IS chiral. Therefore, we have 2 stereoisomers here.

5. Substitution at C5: CH₃-CH₂-CH(CH₃)-CH₂-CH₂Cl. This carbon is not chiral.

6. Substitution at the methyl group on C3: CH₃-CH₂-CH(CH₂Cl)-CH₂-CH₃. This carbon is not chiral.

Therefore, we have:

1 product from C1 substitution

2 products from C2 substitution (stereoisomers)

1 product from C3 substitution

2 products from C4 substitution (stereoisomers)

1 product from C5 substitution

1 product from the methyl group on C3

Total number of monochlorinated products = 1 + 2 + 1 + 2 + 1 + 1 = 8

Therefore, the correct answer is 8.