An unknown compound produces an 1H NMR spectrum with only three signals: 1.8, 2.8, 7.5 (broad) ppm, all singlets that integrate in a 6:3:1 ratio, respectively. The 13C NMR spectrum shows 4 signals. Both spectra are provided below. The mass spectrum shows a molecular ion region with the following peaks: m/z 135 (100%), 136 (5.9%), 137 (33%). Determine the number of carbons, molecular formula, and propose a structure. Assign all 1H and 13C NMR signals to specific chemical environments or specific hydrogens in your structure. 'H NMR Spectrum of Unknown 8 6 PPM 13C NMR Spectrum of Unknown 160 140 80 60 100 PPM 180 120 40 20

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
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
Question
100%
An unknown compound produces an 1H NMR
spectrum with only three signals: 1.8, 2.8, 7.5
(broad) ppm, all singlets that integrate in a 6:3:1
ratio, respectively. The 13C NMR spectrum shows
4 signals. Both spectra are provided below. The
mass spectrum shows a molecular ion region with
the following peaks: m/z 135 (100%), 136 (5.9%),
137 (33%). Determine the number of carbons,
molecular formula, and propose a structure. Assign
all 1H and 13C NMR signals to specific chemical
environments or specific hydrogens in your
structure.
'H NMR Spectrum of Unknown
8
6
PPM
13C NMR Spectrum of Unknown
160
140
80
60
100
PPM
180
120
40
20
Transcribed Image Text:An unknown compound produces an 1H NMR spectrum with only three signals: 1.8, 2.8, 7.5 (broad) ppm, all singlets that integrate in a 6:3:1 ratio, respectively. The 13C NMR spectrum shows 4 signals. Both spectra are provided below. The mass spectrum shows a molecular ion region with the following peaks: m/z 135 (100%), 136 (5.9%), 137 (33%). Determine the number of carbons, molecular formula, and propose a structure. Assign all 1H and 13C NMR signals to specific chemical environments or specific hydrogens in your structure. 'H NMR Spectrum of Unknown 8 6 PPM 13C NMR Spectrum of Unknown 160 140 80 60 100 PPM 180 120 40 20
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 5 steps with 3 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.
Similar questions
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY