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COMEDK2023Evening ShiftChemistryHydrocarbonsActual

From among the following, identify the compound which forms two moles of a ketone on ozonolysis. [A] 2,3-Dimethylbutane. [B] 3-Methyl-1-pentene. [C] 2,3-Dimethyl-2-butene. [D] 2-Methyl-2-pentane.

Options

  1. A[C]
  2. B[A]
  3. C[B]
  4. D[D]

Correct answer

A. [C]

Step-by-step solution

Ozonolysis of an alkene involves the cleavage of the carbon-carbon double bond to form carbonyl compounds. The general reaction is R₁R₂C=CR₃R₄ O₃, Zn/H₂O R₁R₂C=O + R₃R₄C=O . For the product to be two moles of a ketone, the alkene must be symmetric and substituted such that each carbon of the double bond is attached to two alkyl groups. Analyzing the options: [A] 2,3-Dimethylbutane is an alkane and does not undergo ozonolysis. [B] 3-Methyl-1-pentene is CH₂=CH-CH(CH₃)CH₂CH₃ . Ozonolysis yields formaldehyde ( HCHO ) a

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