Question

The maximum number of isomers (including stereoisomers) that are possible on monochlorination of the following compound is

• A. 5
• B. 8
• C. 6

Answer 1

The correct option is B 8

$C{H}_{3}C{H}_2-\underset{\underset{H}{|}}{\stackrel{\stackrel{C{H}_3}{|}}{C^{\ast }}}-C{H}_{2}C{H}_{2}Cl$ Enantiomeric pair = 2

$C{H}_{3}C{H}_2-\underset{\underset{H}{|}}{\stackrel{\stackrel{C{H}_3}{|}}{C^{\ast }}}-\underset{\underset{Cl}{|}}{\stackrel{\ast }{C}}HC{H}_3$ Two enantiomeric pair = 4

$C{H}_{3}C{H}_2-\underset{\underset{Cl}{|}}{\stackrel{\stackrel{C{H}_3}{|}}{C}}-C{H}_{2}C{H}_3=1$

$C{H}_{3}C{H}_2-\underset{\underset{H}{|}}{\stackrel{\stackrel{C{H}_{2}Cl}{|}}{C}}-C{H}_{2}C{H}_3=1$

Total = 2 + 4 + 1 + 1 = 8