n-Butane on monochlorination under photochemical condition gives an optically active compound "P". "P" on further chlorination gives dichloro compounds. The number of dichloro compounds obtained (ignore stereoisomers) is :
- 3
- 4
- 5
- 6
Answer
(2) 4
Solution
CH3CH2CH2CH3 Cl2, h CH3- *CHCl-CH2-CH3 (P, 2-chlorobutane, chiral)
Further chlorination replaces one H on any of the four carbons of P:
C-1: ClCH2-CHCl-CH2-CH3 (1,2-dichlorobutane)
C-2: CH3-CCl2-CH2-CH3 (2,2-dichlorobutane)
C-3: CH3-CHCl-CHCl-CH3 (2,3-dichlorobutane)
C-4: CH3-CHCl-CH2-CH2Cl (1,3-dichlorobutane)
∴ Number of dichloro compounds (ignoring stereoisomers) = 4
Answer: (2)