A compound with the formula C9H8O3 shows a strong hand at 1661 cm–1 in the infrared spectrum. The proton NMR spectrum is shown, but there is a small impurity peak at 3.35 ppm that should be ignored. Expansions are shown for the downfield protons. In addition, the normal carbon-13, DEPT-135, and DEPT-90 spectral results are tabulated.

Macroscale and Microscale Organic Experiments
7th Edition
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Kenneth L. Williamson, Katherine M. Masters
Chapter12: Nuclear Magnetic Resonance Spectroscopy
Section: Chapter Questions
Problem 3Q
icon
Related questions
Question
100%
A compound with the formula C9H8O3 shows a strong hand at 1661 cm–1 in the infrared spectrum. The proton NMR spectrum is shown, but there is a small impurity peak at 3.35 ppm that should be ignored. Expansions are shown for the downfield protons. In addition, the normal carbon-13, DEPT-135, and DEPT-90 spectral results are tabulated.
1. Deduce the structure of this compound from these spectra.
10
3
1
Transcribed Image Text:1. Deduce the structure of this compound from these spectra. 10 3 1
140
130
7.0
(ppm)
C3H3O3
Normal Carbon
DEPT-135
DEPT-90
26 ppm
Positive
No peak
102
Negative
No peak
107
Positive
Positive
108
Positive
Positive
125
Positive
Positive
No peak
No peak
No peak
No peak
No peak
No peak
No peak
No peak
132
148
151
195
Transcribed Image Text:140 130 7.0 (ppm) C3H3O3 Normal Carbon DEPT-135 DEPT-90 26 ppm Positive No peak 102 Negative No peak 107 Positive Positive 108 Positive Positive 125 Positive Positive No peak No peak No peak No peak No peak No peak No peak No peak 132 148 151 195
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 5 steps with 1 images

Blurred answer
Knowledge Booster
NMR Spectroscopy of Organic Molecules
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Recommended textbooks for you
Macroscale and Microscale Organic Experiments
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:
9781305577190
Author:
Kenneth L. Williamson, Katherine M. Masters
Publisher:
Brooks Cole
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305080485
Author:
John E. McMurry
Publisher:
Cengage Learning
Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:
9780618974122
Author:
Andrei Straumanis
Publisher:
Cengage Learning