Question

Give structures of the compound that produces the following pairs of compound upon ozonolysis. A.) 4 hydroxy, 3- phenyl pentan 2- one and phenyl butanone B.) 2, 5 dimethyl hexane 1,6 dial C.) 3 oxo, 2 phenyl butanoic acid and 4 bromo, 2,2 di hydroxy 4 butanal D.) Cyclo pentatonic acid and 3 hydroxy, 3 phenyl butanoic acid

Answer 1

Reaction A: ozonolysis of the 4-methyl-3,5-diphenyloct-4-en-2-ol.

Reaction B: ozonolysis of the 3,6-dimethylcyclohexene-1.

Reaction C: ozonolysis of the 7-bromo-5,5-dihydroxy-3-methyl-2-phenylhept-3-enoic acid.

Reaction D: ozonolysis of the 5-cyclopentyl-2-phenylpent-4-enol-2.