JEE MainChemistryHaloalkanes and Haloarenes
The total number of isomeric products (including stereoisomers) obtained on monochlorination of 2,2,4-trimethylpentane is
Correct answer
6
Step-by-step solution
Structure of 2,2,4-trimethylpentane is CH ₃- C ( CH ₃)₂- CH ₂- CH ( CH ₃)- CH ₃ . There are four distinct types of hydrogen atoms in this molecule, leading to four structural isomers upon monochlorination: 1. Substitution at one of the t -butyl methyl groups yields 1-chloro-2,2,4-trimethylpentane. This molecule has no chiral center. (1 isomer) 2. Substitution at the CH ₂ group yields 3-chloro-2,2,4-trimethylpentane. The C-3 carbon becomes a chiral center as it is attached to four different groups: - H , - Cl , - C