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JEE Main 2025 · Chemistry · Hydrocarbons · hard

The total number of distinct monochlorination products, counting enantiomers as separate compounds, obtained when 2-methylbutane reacts with Cl2…

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The total number of distinct monochlorination products, counting enantiomers as separate compounds, obtained when 22-methylbutane reacts with Cl2\mathrm{Cl_2} under light is
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Answer: 6

22-Methylbutane has four types of hydrogen. Replacing them gives: 11-chloro-2-methylbutane (new stereocentre at C2, so 22 enantiomers), 22-chloro-2-methylbutane (11), 22-chloro-3-methylbutane (stereocentre at C2, 22 enantiomers) and 11-chloro-3-methylbutane (11; the two terminal CH3\mathrm{CH_3} on C3 are equivalent). Total =2+1+2+1=6=2+1+2+1=6.
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