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JEE Advanced levelSingle correct optionDifficulty 3 of 3hx069

2-Bromo-2-methylbutane is heated with alcoholic and the major alkene is subjected to reductive ozonolysis. The carbonyl compounds obtained are

  1. Aethanal only
  2. Bpropanone and methanal
  3. Cpropanone and ethanal
  4. Dbutan-2-one and methanal

Answer: C

E2 elimination follows Zaitsev's rule and gives the more substituted alkene, 2-methylbut-2-ene, . Cleavage of the C=C bond gives from one end and from the other. The products are propanone and ethanal. (The Hofmann alkene 2-methylbut-1-ene would have given butan-2-one and methanal.)
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