Treatment with ozone followed by hydrolysis

Reference no: EM13132022

A compound of forumula C14H12 gave a positive Baeyer test and burned with a yellow, sooty flame. Treatment with ozone followed by hydrolysis in the presence of zinc gave formaldehyde as one of the products. Also isolated from the ozonolysis reaction was a second compound, C13H10O, which burned with a yellow, sooty flame, and readily formed a semicarbazone with a melting point of 164 degrees C. The 1H NMR spectrum of this compound (C13H10) showed only complex multiplets near 7.5 ppm; the fully 1H-decoupled 13C NMR spectrum showed only 5 peaks. What are the structures and names of the two compounds?

Reference no: EM13132022

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