ORGANIC CHEMISTRY W/BIOLOGICAL TOPICS
ORGANIC CHEMISTRY W/BIOLOGICAL TOPICS
6th Edition
ISBN: 9781260325294
Author: SMITH
Publisher: RENT MCG
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Chapter 12C.5, Problem 14P
Interpretation Introduction

Interpretation: In the given compounds A and B, the compound that corresponds to dimethyl succinate and the one that corresponds to ethylene diacetate is to be identified.

Concept introduction: The number of NMR signal in a compound is equal to the number of chemically non-equivalent protons present in that compound. Protons which are present in the same chemical environment that is between the same groups of atoms are known as chemically equivalent protons. The more the shielded proton less will be its chemical shift value and the corresponding signal will be produced at the right-hand side or lower frequency region or vice versa.

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Compound A exhibits two signals in its 1H NMR spectrum at 2.64 and 3.69 ppm, and the ratio of the absorbing signals is 2:3. Compound B exhibits two signals in its 1H NMR spectrum at 2.09 and 4.27 ppm, and the ratio of the absorbing signals is 3:2. Which compound corresponds to dimethyl succinate, and which compound corresponds to ethylene diacetate?
Compound A exhibits two signals in its 'H NMR spectrum at 2.64 and 3.69 ppm and the ratio of the absorbing signals is 2:3. Compound B exhibits two signals in its 'H NMR spectrum at 2.09 and 4.27 ppm and the ratio of the absorbing signals is 3:2. Which compound corresponds to CH;O,CCH,CH2CO,CH3 (dimethyl succinate) and which compound corresponds to CH;CO,CH2CH,O,CCH; (ethylene diacetate)?
Compound A, with molecular formula C4H9Cl, shows two signals in its 13C NMR spectrum. Compound B, an isomer of compound A, shows four signals, and in the proton-coupled mode, the signal farthest downfield is a doublet. Identify compounds A and B

Chapter 12C Solutions

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