JEE MainChemistryGeneral Organic Chemistry
The number of structural isomers of C ₆ H ₁₄ that yield exactly 3 structurally isomeric monochloro derivatives upon photochemical chlorination is
Correct answer
2
Step-by-step solution
First, we draw all the structural isomers of C ₆ H ₁₄ and determine the number of distinct types of hydrogen atoms in each, which corresponds to the number of structurally isomeric monochloro derivatives. 1. n-hexane: CH ₃- CH ₂- CH ₂- CH ₂- CH ₂- CH ₃ It has 3 sets of equivalent hydrogens (C1/C6, C2/C5, C3/C4), yielding 3 monochloro derivatives. 2. 2-methylpentane: CH ₃- CH ( CH ₃)- CH ₂- CH ₂- CH ₃ It has 5 sets of equivalent hydrogens, yielding 5 monochloro derivatives. 3. 3-methylpentane: CH ₃- CH ₂- CH ( CH ₃)