b) A compound with molecular formula C,H1402 upon hydrolysis produces an alcohol and an acid. It has the following NMR data : 'H-NMR (at 298 K, 600 MHz, CDC13) : 80-92 (d, 6H), 1-52 (т, 2н), 1-69 (m, 1H), 2-04 (s 3H) and 4-09 (t, 2H). 13 C-NMR : 8 21-0, 22:5, 25·1, 37.4, 63·1 and 171-2 ppm DEPT provided two inverted signals. Predict the structure of the alcohol that is obtained through hydrolysis of the mentioned parent compound. Assign appropriate IR values, 'H and 13C-NMR resonances along with a mass spectral pattern for the alcohol.

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
A compound with molecular formula
C7H1402 upon hydrolysis produces an
alcohol and an acid. It has the following
(b)
NMR data :
'H-NMR (at 298 K, 600 MHz, CDC13) :
80-92 (d, 6H), 1:52 (т, 2н), 1-69
(m, 1Н), 2-04 (s, ЗH) and 4-09 (t, 2H).
13 C-NMR :
8 21-0, 22:5, 25:1, 37.4, 63·1 and
171-2 ppm
DEPT provided two inverted signals.
Predict the structure of the alcohol that
is obtained through hydrolysis of the
mentioned parent compound. Assign
appropriate IR values, 'H and 13C-NMR
resonances along with a mass spectral
pattern for the alcohol.
Transcribed Image Text:A compound with molecular formula C7H1402 upon hydrolysis produces an alcohol and an acid. It has the following (b) NMR data : 'H-NMR (at 298 K, 600 MHz, CDC13) : 80-92 (d, 6H), 1:52 (т, 2н), 1-69 (m, 1Н), 2-04 (s, ЗH) and 4-09 (t, 2H). 13 C-NMR : 8 21-0, 22:5, 25:1, 37.4, 63·1 and 171-2 ppm DEPT provided two inverted signals. Predict the structure of the alcohol that is obtained through hydrolysis of the mentioned parent compound. Assign appropriate IR values, 'H and 13C-NMR resonances along with a mass spectral pattern for the alcohol.
Expert Solution
steps

Step by step

Solved in 3 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