The solvent effect on polar compounds containing acidic hydrogens

Ng, Soon (1970) The solvent effect on polar compounds containing acidic hydrogens. Organic Magnetic Resonance, 2 (3). pp. 283-293. ISSN 0030-4921

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Official URL: https://doi.org/10.1002/mrc.1270020308

Abstract

The effect of aromatic and non‐aromatic solvents on the proton chemical shifts of 23 polar compounds has been determined. The protons which are activated by electron‐withdrawing groups show large highfield shifts in benzene (relative to the isotropic solvents). Based on evidence provided by infrared data, the highfield shifts of the acidic protons in benzene solution are interpreted in terms of a model involving CHπ hydrogen bonding. This model successfully interprets the data reported previously for steroidal ketones. The same model can be extended to benzene solutions of other polar compounds containing strongly electron‐deficient sites to which alkyl groups are attached. It is observed that the use of CCl4 as a reference solvent in studies of benzene induced shifts may have greater significance, since these two solvents have similar dielectric constants. Copyright © 1970 Heyden & Son Ltd.

Item Type: Article
Additional Information: Ng, S.; Department of Chemistry, University of Malaya, Malaysia
Uncontrolled Keywords: solvent effect; polar compounds; acidic hydrogens
Subjects: Q Science > Q Science (General)
Q Science > QD Chemistry
Divisions: Faculty of Science > Dept of Chemistry
Depositing User: Mr Jasny Razali
Date Deposited: 09 Mar 2021 01:01
Last Modified: 09 Mar 2021 01:01
URI: http://eprints.um.edu.my/id/eprint/24696

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