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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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
Transcribed Image Text: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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