Isomerism and StereochemistryhardNUMERICAL

How many possible enantiomeric pairs can be generated during the free-radical monochlorination of thIsomerism and Stereochemistry Chemistry Question

Question

How many possible enantiomeric pairs can be generated during the free-radical monochlorination of the alkane 2-methylbutane?

Answer: 2

💡 Solution & Explanation

Monochlorination of 2-methylbutane ($CH_3-CH(CH_3)-CH_2-CH_3$) yields four structural isomers: 1-chloro-2-methylbutane (chiral, 1 pair), 2-chloro-2-methylbutane (achiral), 2-chloro-3-methylbutane (chiral, 1 pair), and 1-chloro-3-methylbutane (chiral). Wait, 1-chloro-3-methylbutane has a chiral center at C3, generating another pair. The total possible optically active isomers are 4, producing exactly 2 enantiomeric pairs.

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