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On monochlorination of 2-methylbutane, how many chiral compounds can be formed?

1. 8
2. 2
3. 4
4. 6

Correct answer: 4

Solution

Monochlorination of 2-methylbutane gives 1-chloro-2-methylbutane and 2-chloro-3-methylbutane as the only products with a stereocentre. Each exists as a pair of enantiomers, so the number of chiral compounds formed is 2 x 2 = 4.

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