The ozonolysis of 2-butene followed by a workup with Zn/H₂O yields:

Correct answer: B. Two molecules of acetaldehyde

  • A. Two molecules of formaldehyde
  • B. Two molecules of acetaldehyde
  • C. One molecule of acetaldehyde and one of formaldehyde
  • D. One molecule of propanal

Explanation

Reductive ozonolysis cleaves the carbon-carbon double bond and forms a carbonyl group on each of the original double-bonded carbons. Since 2-butene is a symmetrical alkene, this process cleaves it in the middle to produce two identical two-carbon molecules, which are acetaldehyde (ethanal) molecules.

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About Aldehydes and Ketones

Aldehydes and ketones contain the polar carbonyl group, but aldehydes are generally more readily oxidised and more reactive than ketones. Coverage includes preparation by oxidation or reduction routes, nucleophilic addition of reagents such as hydrogen cyanide and bisulfite, and tests that distinguish aldehydes from ketones.

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