Dd.36. 13-43 How could you use ¹H NMR to distinguish between the following pairsof isomers?(a) CH3CH=CHCH₂CH3 and(b) CH3CH₂OCH₂CH3(c) O(d)CH3COCH₂CH3CH₂71H₂C-CHCH₂CH3and CH3OCH₂CH₂CH3Oand CH3CH₂CCH3OH₂C=C(CH3)CCH3 and CH₂CH=CHCCH3

of isomers? (a) CH3CH=CHCH₂CH3 (b) CH3CH₂OCH₂CH3 (c) (d) O CH3COCH₂CH3 and CH₂ /\ H₂C-CHCH₂CH3 and CH3OCH₂CH₂CH3 O CH₂CH₂CCH and CH3CH₂CCH3 O H₂C=C(CH3)CCH3 and CH₂CH=CHCCH3

of isomers? (a) CH3CH=CHCH₂CH3 (b) CH3CH₂OCH₂CH3 (c) (d) O CH3COCH₂CH3 and CH₂ /\ H₂C-CHCH₂CH3 and CH3OCH₂CH₂CH3 O CH₂CH₂CCH and CH3CH₂CCH3 O H₂C=C(CH3)CCH3 and CH₂CH=CHCCH3

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter20: Carboxylic Acids And Nitriles

Section20.SE: Something Extra

Problem 55AP: How would you use NMR (either 13C or 1H) to distinguish between the following pairs of isomers?

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Concept explainers

Alkanes and Cycloalkanes

Alkanes are saturated organic compounds which are made up of C and H atoms. Alkanes have the general formula of CnH2n+2. Alkane contains sp3 hybridized carbon atoms with four sigmas (σ) bonds & every hydrogen atom is connected with one of the carbon atoms. The size of the alkane could be determined by the number of carbon atoms located in it.

Question

Dd.36.

13-43 How could you use ¹H NMR to distinguish between the following pairs
of isomers?
(a) CH3CH=CHCH₂CH3 and
(b) CH3CH₂OCH₂CH3
(c) O
(d)
CH3COCH₂CH3
CH₂
71
H₂C-CHCH₂CH3
and CH3OCH₂CH₂CH3
O
and CH3CH₂CCH3
O
H₂C=C(CH3)CCH3 and CH₂CH=CHCCH3

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