if the possible molecular formula is C8H7ClO what is the structure consistent with all the data

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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if the possible molecular formula is C8H7ClO what is the structure consistent with all the data

HZ
2H
5
ppm
3
HE
Transcribed Image Text:HZ 2H 5 ppm 3 HE
Rel. Intensity
100
80
60
40-
20
0.0
0.0
40
MASS SPECTRUM
80
m/z
111
115
120
199
141
104
156
160
m/z
%
111 42.0
113 13.7
139 100.0
141
154
155
156
31.7
26.7
2.3
8.8
Transcribed Image Text:Rel. Intensity 100 80 60 40- 20 0.0 0.0 40 MASS SPECTRUM 80 m/z 111 115 120 199 141 104 156 160 m/z % 111 42.0 113 13.7 139 100.0 141 154 155 156 31.7 26.7 2.3 8.8
Expert Solution
Step 1

Given that, the molecular formula of a compound is C8H7ClO.

Also, the 1H NMR spectrum and the mass spectrum are given.

We have to determine the most probably structure of the molecule.

Formula: The formula of the double bond equivalent (DBE) is 

DBE = (no. of carbon atoms + 1) - [(no. of hydrogen + halogen atoms)/2].

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