Compound A (C1,H14) shows prominent peaks in its mass spectrum at m/z 134 and 91. Compound B (also C10H14) shows prominent peaks at m/z 134 and 119. On vigorous oxidation with chromic acid, compound A gave benzoic acid, but compound B was nonreactive. From this information, deduce the structures of both compounds, and then draw the structure of A.
Compound A (C1,H14) shows prominent peaks in its mass spectrum at m/z 134 and 91. Compound B (also C10H14) shows prominent peaks at m/z 134 and 119. On vigorous oxidation with chromic acid, compound A gave benzoic acid, but compound B was nonreactive. From this information, deduce the structures of both compounds, and then draw the structure of A.
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
Chapter13: Nuclear Magnetic Resonance Spectroscopy
Section: Chapter Questions
Problem 13.17P: Following are 1H-NMR spectra for compounds G, H, and I, each with the molecular formula C5H12O. Each...
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