An unknown hydrocarbon shows a parent peak on its mass spectra at m/z 86. There is no evidence of absorptions from visible or uv spectra. The IR shows no major absorptions outside the C-H stretch and bending vibrations. The 1H NMR reveals a singlet at s 0.9 (9H), a triplet at s 0.98 (3H), and a quartet at s 1.6 (2H). O CH3 CH3CH2CH3 CH3 O O O о CH3CHCH2CH2CH3 CH₂ CH3CH2CHCH2CH3 CH3 CH3 CH₂CHCHCH CH3 CH3 CH3CH2CH2CH2CH2CH3

An unknown hydrocarbon shows a parent peak on its mass spectra at m/z 86. There is no evidence of absorptions from visible or uv spectra. The IR shows no major absorptions outside the C-H stretch and bending vibrations. The 1H NMR reveals a singlet at s 0.9 (9H), a triplet at s 0.98 (3H), and a quartet at s 1.6 (2H). O CH3 CH3CH2CH3 CH3 O O O о CH3CHCH2CH2CH3 CH₂ CH3CH2CHCH2CH3 CH3 CH3 CH₂CHCHCH CH3 CH3 CH3CH2CH2CH2CH2CH3

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter13: Structure Determination: Nuclear Magnetic Resonance Spectroscopy

Section13.SE: Something Extra

Problem 59GP: The mass spectrum and 13C NMR spectrum of a hydrocarbon are shown. Propose a structure for this...

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