Intramolecular OH···S hydroen bonds and molecular conformations in 2-methylmercaptoethanol

Krueger, Peter J. ; Kydd, Ronald A. ; Singh, Surjit (1979) Intramolecular OH···S hydroen bonds and molecular conformations in 2-methylmercaptoethanol Phosphorus, Sulfur, and Silicon and the Related Elements, 6 (1&2). pp. 177-178. ISSN 1042-6507

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Related URL: http://dx.doi.org/10.1080/03086647908080362

Abstract

The infrared absorption spectrum of monomeric 2-methylmercaptoethanol in dilute CC14, solution exhibits four overlapped bands in the fundamental OH stretching region. The individual band components were resolved using digital computing techniques [1], and the relative band intensities are temperature dependent. The "free" OH bands at 3634 and 3623 cm correspond to gauche and trans orientations about the C-O bond, respectively, by analogy with similar band components in the infrared spectrum of ethanol in dilute CC14, solution. The OH bands at 3539 and 3446 cm-1 are assigned to gGt and gGg1 conformers, respectively, each involving an intramolecular OH···S hydrogen bond (conformer notation refers to the orientation about the C-O, C-C and C-S(CH3) bonds, respectively). A similar interpretation of the matrix isolated infrared spectra of ethylene glycol, involving two conformers with intramolecular OH···O hydrogen bonds and differing principally in the orientation of the proton-acceptor OH group, has been presented recently [2]. The microwave spectrum of 2-mercaptoethanol in the vapour phase arises from an all-gauche conformation with an intramolecular OH···S hydrogen bond [3].

Item Type:Article
Source:Copyright of this article belongs to Taylor and Francis Group.
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Deposited On:09 May 2011 08:41
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