What is the total number of trichloropropanes which can be produced by free radical chlorination of propane? Include all stereoisomers.
A)4
B)5
C)6
D)7
E)8

Question

Quizplus · Accepted Answer

When propane is subjected to free radical chlorination, three hydrogen atoms can be replaced by chlorine atoms. 
Thus, there are three possible monochloropropanes: 1-chloropropane, 2-chloropropane, and 3-chloropropane.

Each of these monochloropropanes can react with chlorine radicals to form additional products.

1-chloropropane 
- can form 1,2-dichloropropane (2 stereoisomers: cis and trans) 
- can form 1,3-dichloropropane (2 stereoisomers: meso and dl)

2-chloropropane 
- can form 1,2-dichloropropane (2 stereoisomers: cis and trans)

3-chloropropane 
- can form 1,3-dichloropropane (2 stereoisomers: meso and dl)

Thus, the total number of trichloropropanes, including all stereoisomers, is 6.

What Is the Total Number of Trichloropropanes Which Can Be