Compound A (CsH18O) forms a phenylhydrazone, but it gives a negative Tollens' test. The IR spectrum of A has a strong band near 1710 cm. The broadband carbon NMR spectrum of A is given below. 4. a) Propose a structure for A and explain how your structure fits the spectral data. b) Propose a mechanism for the formation of phenylhydrazone. CH, A. CHi0 CH2 CH CDC TMS

Compound A (CsH18O) forms a phenylhydrazone, but it gives a negative Tollens' test. The IR spectrum of A has a strong band near 1710 cm. The broadband carbon NMR spectrum of A is given below. 4. a) Propose a structure for A and explain how your structure fits the spectral data. b) Propose a mechanism for the formation of phenylhydrazone. CH, A. CHi0 CH2 CH CDC TMS

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter22: Reactions Of Benzene And Its Derivatives

Section: Chapter Questions

Problem 22.59P

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