Number of Dichloro Compounds from Photochemical Monochlorination of n Butane
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 :
Options
3
4
5
6
Step-by-Step Solution
To determine the number of dichloro compounds obtained, we analyze the reaction step-by-step:
Step 1: Identification of Compound "P"
Monochlorination of -butane () gives two structural isomers:
- 1-chlorobutane (): It does not possess any chiral center, making it optically inactive.
- 2-chlorobutane (): The second carbon () is attached to four different groups (, , , and ), making it a chiral center and thus optically active.
Since compound "P" is optically active, P must be 2-chlorobutane.
Step 2: Further Chlorination of Compound "P"
The structure of 2-chlorobutane is:
Replacing a hydrogen atom with a chlorine atom at each distinct carbon position gives the following dichloro compounds:
-
Substitution at :
-
Substitution at :
-
Substitution at :
-
Substitution at :
Step 3: Total Count
Ignoring stereoisomers, the unique structural isomers formed are:
- -dichlorobutane
- -dichlorobutane
- -dichlorobutane
- -dichlorobutane
Thus, the total number of dichloro compounds obtained is 4.
Correct Option: B