Variable temperature 1H and 13C NMR study of restricted rotation in N,N-bis(2-hydroxyethyl)acetamide

R Alan Aitken; Melanja H Smith; Heather S Wilson

doi:10.1016/j.molstruc.2016.02.030

Variable temperature ¹H and ¹³C NMR study of restricted rotation in N,N-bis(2-hydroxyethyl)acetamide

R Alan Aitken
, Melanja H Smith
, Heather S Wilson

Research output: Contribution to journal › Article › peer-review

Abstract

N,N-bis(2-hydroxyethyl)acetamide shows restricted rotation about the amide bond in both ¹H and ¹³C NMR spectra rendering the two hydroxyethyl groups non-equivalent. A variable temperature study in CD₃SOCD₃ allowed estimation of the free energy barrier to rotation as 75.6 ± 0.2 kJ mol^–1. Previously published data in CDCl₃ appears to be erroneous.

Original language	English
Pages (from-to)	171-173
Number of pages	3
Journal	Journal of Molecular Structure
Volume	1113
Early online date	13 Feb 2016
DOIs	https://doi.org/10.1016/j.molstruc.2016.02.030
Publication status	Published - 5 Jun 2016

Keywords

Variable temperature NMR
Restricted rotation
Amide bond

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10.1016/j.molstruc.2016.02.030

Aitken_2016_JMS_Variable__AAM
Copyright © 2016 Elsevier B.V. All rights reserved. This work is made available online in accordance with the publisher’s policies. This is the author created, accepted version manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at: https://dx.doi.org/10.1016/j.molstruc.2016.02.030
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Cite this

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title = "Variable temperature 1H and 13C NMR study of restricted rotation in N,N-bis(2-hydroxyethyl)acetamide",

abstract = "N,N-bis(2-hydroxyethyl)acetamide shows restricted rotation about the amide bond in both 1H and 13C NMR spectra rendering the two hydroxyethyl groups non-equivalent. A variable temperature study in CD3SOCD3 allowed estimation of the free energy barrier to rotation as 75.6 ± 0.2 kJ mol–1. Previously published data in CDCl3 appears to be erroneous.",

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AU - Aitken, R Alan

AU - Smith, Melanja H

AU - Wilson, Heather S

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Y1 - 2016/6/5

N2 - N,N-bis(2-hydroxyethyl)acetamide shows restricted rotation about the amide bond in both 1H and 13C NMR spectra rendering the two hydroxyethyl groups non-equivalent. A variable temperature study in CD3SOCD3 allowed estimation of the free energy barrier to rotation as 75.6 ± 0.2 kJ mol–1. Previously published data in CDCl3 appears to be erroneous.

AB - N,N-bis(2-hydroxyethyl)acetamide shows restricted rotation about the amide bond in both 1H and 13C NMR spectra rendering the two hydroxyethyl groups non-equivalent. A variable temperature study in CD3SOCD3 allowed estimation of the free energy barrier to rotation as 75.6 ± 0.2 kJ mol–1. Previously published data in CDCl3 appears to be erroneous.

KW - Variable temperature NMR

KW - Restricted rotation

KW - Amide bond

UR - http://www.sciencedirect.com/science/article/pii/S0022286016301247#appd001

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