An unknown compound with molecular formula C9H180 forms a phenylhydrazone, but gives a negative with Tollens' test. The IR spectrum has a strong band near 1710 cm. The broadband proton- decoupled "C NMR spectrum is given below. Propose a structure for the unknown compound. Explain your answer based on the given spectroscopic data CH3 A, C3H180 CH2 CH CDCI3 TMS C 220 200 180 160 140 120 100 80 60 40 20 S (ppm)
An unknown compound with molecular formula C9H180 forms a phenylhydrazone, but gives a negative with Tollens' test. The IR spectrum has a strong band near 1710 cm. The broadband proton- decoupled "C NMR spectrum is given below. Propose a structure for the unknown compound. Explain your answer based on the given spectroscopic data CH3 A, C3H180 CH2 CH CDCI3 TMS C 220 200 180 160 140 120 100 80 60 40 20 S (ppm)
Macroscale and Microscale Organic Experiments
7th Edition
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Kenneth L. Williamson, Katherine M. Masters
Chapter13: Mass Spectrometry
Section: Chapter Questions
Problem 3Q
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