Q4: The proton NMR spectrum of a compound with formula C8H14O2 is shown. The DEPT experimental results are tabulated. The infrared spectrum shows medium-sized bands at 3055, 2960, 2875, and 1660 cm-1 and strong bands at 1725 and 1185 cm-1. Draw the structure of this compound. Normal Carbon DEPT-135 DEPT-90 10.53 ppm Positive No peak 12.03 Positive No peak No peak No peak No peak 14.30 Positive 22.14 Negative 65.98 Negative 128.83 No peak No peak 136.73 Positive Positive 168.16 No peak No peak (C=0) 0.97 2.05 7.92 2.96 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions
Section19.SE: Something Extra
Problem 87AP: The proton NMR spectrum for a compound with formula C10H12O2 is shown below. The infrared spectrum...
icon
Related questions
icon
Concept explainers
Question
Q4: The proton NMR spectrum of a compound with formula C8H14O2 is shown. The DEPT experimental results
are tabulated. The infrared spectrum shows medium-sized bands at 3055, 2960, 2875, and 1660 cm-1 and
strong bands at 1725 and 1185 cm-1. Draw the structure of this compound.
Normal Carbon
DEPT-135
DEPT-90
10.53 ppm
Positive
No peak
Positive
No peak
No peak
No peak
12.03
14.30
Positive
22.14
Negative
No peak
No peak
65.98
Negative
128.83
No peak
136.73
Positive
Positive
168.16
No peak
No peak (C=0)
0.97
2.05
7.92
2.96
7.0
6.5
60
5.5
5.0
4.5
4.0
3.5
3.0
2.5
2.0
1.5
1.0
Transcribed Image Text:Q4: The proton NMR spectrum of a compound with formula C8H14O2 is shown. The DEPT experimental results are tabulated. The infrared spectrum shows medium-sized bands at 3055, 2960, 2875, and 1660 cm-1 and strong bands at 1725 and 1185 cm-1. Draw the structure of this compound. Normal Carbon DEPT-135 DEPT-90 10.53 ppm Positive No peak Positive No peak No peak No peak 12.03 14.30 Positive 22.14 Negative No peak No peak 65.98 Negative 128.83 No peak 136.73 Positive Positive 168.16 No peak No peak (C=0) 0.97 2.05 7.92 2.96 7.0 6.5 60 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 3 steps with 3 images

Blurred answer
Knowledge Booster
IR 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.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305080485
Author:
John E. McMurry
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning
Macroscale and Microscale Organic Experiments
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:
9781305577190
Author:
Kenneth L. Williamson, Katherine M. Masters
Publisher:
Brooks Cole