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The following NMR spectra correspond to compounds of

Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr ISBN: 9780321768414 33

Solution for problem 40SP Chapter 20

Organic Chemistry | 8th Edition

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Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr

Organic Chemistry | 8th Edition

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Problem 40SP

The following NMR spectra correspond to compounds of formulas (A) C9H10O2 (B) C4H6O2 and (C) C6H10O2 respectively. Propose structures, and show how they are consistent with the observed absorptions.

Step-by-Step Solution:
Step 1 of 3

From this given NMR spectrum we have to predict the structure of the following molecules:-

(A) C9H10O2 (B) C4H6O2 and (C) C6H10O2 

Step-1

Spectrum A: (C9H12O2)

In H1NMR spectrum, the protons on the C-atom absorb at 3.82 (due to bonding with carbonyl group).

The proton on the -carbon atom absorb at 1.50 because this C-atm is bonded to methyne carbon.

The H-atoms present on the carboxylic acid are most deshielded protons, absorbing at 11.8.

The H-atoms present on the benzene ring absorbs between  7.0 and 9.0.

Hence from this data, the required compound is said to be as 2-phenyl propanoic acid.

Step-2

(b)Spectrum C4H6O2:-

In H1NMR spectrum, there is no  protons present on the C-atom which is  bonded  with carbonyl group.The proton on the...

Step 2 of 3

Chapter 20, Problem 40SP is Solved
Step 3 of 3

Textbook: Organic Chemistry
Edition: 8
Author: L.G. Wade Jr
ISBN: 9780321768414

This full solution covers the following key subjects: absorptions, compounds, consistent, correspond, formulas. This expansive textbook survival guide covers 25 chapters, and 1336 solutions. This textbook survival guide was created for the textbook: Organic Chemistry, edition: 8. Since the solution to 40SP from 20 chapter was answered, more than 252 students have viewed the full step-by-step answer. The answer to “The following NMR spectra correspond to compounds of formulas (A) C9H10O2 (B) C4H6O2 and (C) C6H10O2 respectively. Propose structures, and show how they are consistent with the observed absorptions.” is broken down into a number of easy to follow steps, and 29 words. Organic Chemistry was written by and is associated to the ISBN: 9780321768414. The full step-by-step solution to problem: 40SP from chapter: 20 was answered by , our top Chemistry solution expert on 05/06/17, 06:41PM.

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