How many dichlorocyclohexane would be produced upon free radical chlorination of chlorocyclohexane?a)4b)6c)8d)9Correct answer is option 'D'. Can you explain this answer?

Question

Answer

Answer

Answer

D

Answer

No its 8

Answer

To understand how many dichlorocyclohexane isomers would be produced upon free radical chlorination of chlorocyclohexane, we need to consider the possible positions for chlorine substitution on the cyclohexane ring.

The chlorination of cyclohexane occurs via a free radical mechanism, where a chlorine radical (Cl●) initiates the reaction by abstracting a hydrogen atom from cyclohexane. This forms a cyclohexyl radical (C6H11●), which can undergo further reactions with chlorine radicals to produce different isomers.

Here are the possible positions for chlorine substitution on the cyclohexane ring:

1. Monochlorocyclohexane: When only one hydrogen atom is replaced by a chlorine atom, we get monochlorocyclohexane. This can occur at any of the six carbon positions on the ring. Therefore, there are six possible monochlorocyclohexane isomers.

2. Dichlorocyclohexane: When two hydrogen atoms are replaced by chlorine atoms, we get dichlorocyclohexane. There are three possible combinations for this substitution:

a) 1,2-dichlorocyclohexane: Chlorine atoms are substituted at adjacent carbon positions.
b) 1,3-dichlorocyclohexane: Chlorine atoms are substituted at carbon positions that are separated by one carbon.
c) 1,4-dichlorocyclohexane: Chlorine atoms are substituted at carbon positions that are separated by two carbons.

Since each of these three combinations can occur independently at any of the six carbon positions, we have a total of 3 × 6 = 18 possible dichlorocyclohexane isomers.

3. Trichlorocyclohexane: When three hydrogen atoms are replaced by chlorine atoms, we get trichlorocyclohexane. There are two possible combinations for this substitution:

a) 1,2,3-trichlorocyclohexane: Chlorine atoms are substituted at adjacent carbon positions.
b) 1,2,4-trichlorocyclohexane: Chlorine atoms are substituted at carbon positions that are separated by one carbon.

Again, each of these combinations can occur independently at any of the six carbon positions, resulting in a total of 2 × 6 = 12 possible trichlorocyclohexane isomers.

Therefore, the total number of dichlorocyclohexane isomers produced upon free radical chlorination of chlorocyclohexane is 18 + 12 = 30 isomers.

Answer: d) 30

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