Methyl ethyl ether (shown below) has an -OCH 2 - group, an -OCH 3 - group, and a methyl group. The ' H NMR spectrum displays a quartet at 3.5 ppm, asignal at 3.0 ppm, and a signal at 1.2 ppm. Using the data in the table, what is the correct assignment of the spectrum?HH.H.Proton Environment Chemical Shift (8,ppm)Methylene, -C H 2 - 0.3 - 1.2Methyl, -C H 31.1 - 1.9Alkoxy, -OC H 2/33.3 - 4.0-OC H 3 = 3.5 ppm (quartet), -OC H 2 = 3.0 ppm (singlet), -C H 3 = 1.2 ppm (triplet)-OC H 3 = 1.2 ppm (singlet), -OCH 23.5 ppm (quartet), -C H 3 = 3.0 ppm (triplet)-OC H 3 = 3.0 ppm (singlet), -OCH 2= 3.5 ppm (quartet), -C H 3 = 1.2 ppm (triplet)-OC H 3 = 3.5 ppm (quartet), -OC H 21.2 ppm (triplet), -C H 3 = 3.0 ppm (quartet)-OC H 3 = 1.2 ppm (singlet), -OCH 2= 3.0 ppm (doublet), -C H 3 = 3.5 ppm (quartet)-OC H 3 = 3.0 ppm (triplet), -OC H 2 = 3.5 ppm (quartet), -C H 3 = 1.2 ppm (triplet)

Answered: Methyl ethyl ether (shown below) has an…

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

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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Methyl ethyl ether (shown below) has an -OCH 2 - group, an -OCH 3 - group, and a methyl group. The ' H NMR spectrum displays a quartet at 3.5 ppm, a
signal at 3.0 ppm, and a signal at 1.2 ppm. Using the data in the table, what is the correct assignment of the spectrum?
H
H.
H.
Proton Environment Chemical Shift (8,ppm)
Methylene, -C H 2 - 0.3 - 1.2
Methyl, -C H 3
1.1 - 1.9
Alkoxy, -OC H 2/3
3.3 - 4.0
-OC H 3 = 3.5 ppm (quartet), -OC H 2 = 3.0 ppm (singlet), -C H 3 = 1.2 ppm (triplet)
-OC H 3 = 1.2 ppm (singlet), -OCH 2
3.5 ppm (quartet), -C H 3 = 3.0 ppm (triplet)
-OC H 3 = 3.0 ppm (singlet), -OCH 2= 3.5 ppm (quartet), -C H 3 = 1.2 ppm (triplet)
-OC H 3 = 3.5 ppm (quartet), -OC H 2
1.2 ppm (triplet), -C H 3 = 3.0 ppm (quartet)
-OC H 3 = 1.2 ppm (singlet), -OCH 2= 3.0 ppm (doublet), -C H 3 = 3.5 ppm (quartet)
-OC H 3 = 3.0 ppm (triplet), -OC H 2 = 3.5 ppm (quartet), -C H 3 = 1.2 ppm (triplet)

Expert Solution

Step 1

Spin multiplicity rule- n+1 rule.

where n= number of protons in neighboring carbons.

The splitting is caused by the hydrogens on the same or on the neighboring carbons Only nonequivalent protons give the splitting signal of the given proton(s) in ¹H-NMR spectra.

Sp³ carbon atom -CH₃protons appear as a signal at ~1.1-1.9ppm.

-OCH₂/₃ alkoxy protons appear as a signal at ~3.3-4.0ppm

-CH2 appears as a signal at ~0.3-1.2ppm.

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