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JEE Main 2020 · Chemistry · Hydrocarbons · hard

Free-radical monochlorination of 2-methylbutane is carried out. The total number of distinct monochloro products, counting each enantiomer…

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Free-radical monochlorination of 2-methylbutane is carried out. The total number of distinct monochloro products, counting each enantiomer separately, is
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Answer: 6

Four types of hydrogen: (i) (CH3)2\mathrm{(CH_3)_2} on C2\mathrm{C_2} gives 1-chloro-2-methylbutane, which has a stereocentre at C2\mathrm{C_2} (2 enantiomers); (ii) tertiary H gives 2-chloro-2-methylbutane (1); (iii) CH2\mathrm{CH_2} gives 2-chloro-3-methylbutane, with a stereocentre at C2\mathrm{C_2} (2); (iv) terminal CH3\mathrm{CH_3} gives 1-chloro-3-methylbutane (1). Total =2+1+2+1=6=2+1+2+1=6.
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