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JEE Main levelSingle correct optionDifficulty 2 of 3nm229

What is the IUPAC name of the compound shown? Choose the longest chain; if two chains are equally long, take the one with more substituents. Use the NCERT-style rules: lowest locants, prefixes in alphabetical order.

  1. A3-ethyl-2,4-dimethylhexane
  2. B3-ethyl-2,5-dimethylhexane
  3. C5-methyl-3-isopropylhexane
  4. D4-ethyl-2,5-dimethylhexane

Answer: B

The compound is 3-ethyl-2,5-dimethylhexane. Two six-carbon chains exist; the one carrying three substituents (two methyl, one ethyl) is chosen. Numbering then gives {2,3,5} against {2,4,5}, so the ethyl is at C3. The name with isopropyl on a chain with only two substituents breaks the chain-selection rule.
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