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JEE Main levelSingle correct optionDifficulty 2 of 3ro172

Toluene is reduced by Na in liquid with ethanol to the major Birch product. How many hybridised carbon atoms (ring plus substituent) does this product contain?

  1. A1
  2. B2
  3. C3
  4. D4

Answer: C

The methyl group is electron-donating and remains on a double-bond carbon, giving 1-methylcyclohexa-1,4-diene. Its ring has two sp3 CH2 carbons (C-3 and C-6) and the methyl carbon is also sp3. The total is 3.
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