JEE MainChemistryHaloalkanes and Haloarenes
Monochlorination of n-butane under photochemical conditions produces a compound 'P' which possesses a chiral center. The racemic mixture of 'P' is isolated and subjected to further chlorination to yield a mixture of dichloro products. The total number of stereoisomers of the dichloro products formed and the number of fractions obtained upon fractional distillation of this mixture are respectively:
Options
- A9, 6
- B8, 8
- C4, 4
- D8, 5
Correct answer
D. 8, 5
Step-by-step solution
The structure of n-butane is CH₃-CH₂-CH₂-CH₃ . Monochlorination yields 1-chlorobutane and 2-chlorobutane. Only 2-chlorobutane has a chiral center, so 'P' is 2-chlorobutane. Further chlorination of racemic 2-chlorobutane yields four structural isomers. Let us analyze the stereoisomers and fractions for each: 1. 1,2-dichlorobutane ( CH₂Cl-C^ * HCl-CH₂-CH₃ ): Has one chiral center. Forms a racemic pair (d and l). This contributes 2 stereoisomers and 1 fraction. 2. 2,2-dichlorobutane ( CH₃-CCl₂-CH₂-CH₃ ): Achiral. Cont