Treatment of 1-pentene with H2SO4/H2O gave product D. The MS spectrums of Compound D is shown below. Note that the molecular ion, m/z 88 is not detected in the spectrum. Identify the structure of product D. Provide explanation for your answer.

Treatment of 1-pentene with H2SO4/H2O gave product D. The MS spectrums of Compound D is shown below. Note that the molecular ion, m/z 88 is not detected in the spectrum. Identify the structure of product D. Provide explanation for your answer.

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

Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions

Section20.3: Uv-visible Spectroscopy

Problem 20.5P

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Concept explainers

NMR Spectroscopy

NMR stands for Nuclear Magnetic Resonance in which the study of different molecules is done based on the interaction of radiofrequency electromagnetic radiations with the nuclei of molecules placed in a strong magnetic field. A precise study of spectra of visible light and all bands of electromagnetic radiation is called spectroscopy.

Question

Treatment of 1-pentene with H2SO4/H2O gave product D. The MS spectrums of Compound D is shown below. Note that the molecular ion, m/z 88 is not detected in the spectrum. Identify the structure of product D. Provide explanation for your answer.

H2SO4
D
H20
1-pentene
100
45
MS-NW-8471
80
40
20 -
73
10
20
30
40
50
60
70
80
m/z
Relative Intensity

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