Influence of solvents on the -OH and >C=O stretching frequencies of benzoin and methyl mandelate

Suryanarayana, I. ; Subrahmanyam, B. ; Subba Rao, N. V. (1975) Influence of solvents on the -OH and >C=O stretching frequencies of benzoin and methyl mandelate Proceedings of the Indian Academy of Sciences, Section A, 82 (2). pp. 55-64. ISSN 0370-0089

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Official URL: http://www.ias.ac.in/j_archive/proca/82/2/55-64/vi...

Related URL: http://dx.doi.org/10.1007/BF03046698

Abstract

The influence of solvents on the intramolecular hydrogen bond in benzoin and methyl mandelate is studied using infrared spectroscopy. Non-oxygenated solvents could not break the chelation but could shift the OH frequencies to a small extent. Oxygenated solvents like diethyl ether, acetone and dioxan could break the chelation and form intermolecular hydrogen bonds. The relative intensities of the bands of intra and intermolecular hydrogen bonds gave an indication of the donor ability of these solvents, which is linked with their capacity to break the intramolecular hydrogen bonding. Making use of the symmetry numbers of the OH band, the order of the interacting abilities of the oxygenated solvents in breaking the chelation is ascertained and explained.

Item Type:Article
Source:Copyright of this article belongs to Indian Academy of Sciences.
ID Code:33764
Deposited On:30 Mar 2011 12:30
Last Modified:17 May 2016 16:40

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