Question

Upon treatment with ozone followed by workup with hydrogen peroxide (H2O2), an alkene forms carbonic acid and a compound that shows three signals (a singlet, a triplet, and a quartet) in its ¹H NMR spectrum. The singlet does not disappear upon treatment of the sample with D₂O. Identify the alkene.

Answer 1

Answer – We are given that upon the treatment with ozone followed by workup with hydrogen peroxide (H2O2), an alkene forms carbonic acid and a compound that shows three signals (a singlet, a triplet, and a quartet) in its ¹H NMR spectrum, means there is alkene is terminal and 4 C in the compound which show the singlet for –COCH₃, quartet for –CH₂-CH₃ and –CH₃ shoe triplet. There is singlet does not disappear upon treatment of the sample with D₂O, means there is no carboxylic acid and it is ketone or aldehyde.

So alkene is as like below –