JEE Advanced levelSingle correct optionDifficulty 3 of 3nm202
If each of the five isomeric hexanes is monochlorinated and all possible structural isomers of CX6HX13Cl are collected, what is the total number of distinct monochloro compounds (stereoisomers not counted)?
A14
B15
C17
D19
Answer: C
Distinct H environments: hexane 3, 2-methylpentane 5, 3-methylpentane 4, 2,2-dimethylbutane 3, 2,3-dimethylbutane 2. Different parent skeletons cannot give the same chloroalkane, so the total is 3 + 5 + 4 + 3 + 2 = 17.