2-chlorobutane +Cl2→C4H8Cl2 (isomers)Total number of optically active isomers shown by C4H8Cl2, obtained in the above reaction is _______
Question
2-chlorobutane +Cl2→C4H8Cl2 (isomers)Total number of optically active isomers shown by C4H8Cl2, obtained in the above reaction is _______
Solution
The total number of optically active isomers of C4H8Cl2 obtained in the above reaction is 3.
Here's the step-by-step explanation:
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The given compound is 2-chlorobutane (C4H9Cl). When it reacts with Cl2, one hydrogen atom is replaced by a Cl atom, resulting in the formation of C4H8Cl2.
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The possible isomers of C4H8Cl2 are 1,1-dichlorobutane, 1,2-dichlorobutane, 1,3-dichlorobutane, 1,4-dichlorobutane, and 2,2-dichlorobutane.
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Out of these, 1,2-dichlorobutane and 1,3-dichlorobutane are chiral and hence optically active. Each of these has two enantiomers (non-superimposable mirror images), so that's 4 optically active isomers.
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However, the reaction of 2-chlorobutane with Cl2 can't produce 1,3-dichlorobutane, because the Cl2 molecule can't reach the 3rd carbon atom to replace a hydrogen atom there.
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So, the reaction can only produce the two enantiomers of 1,2-dichlorobutane and one enantiomer of 1,1-dichlorobutane, for a total of 3 optically active isomers.
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