Polar effects in hydrogen abstraction from benzaldehydes—III : Radical chlorination by sulphuryl chloride

Lee, Kheng H. (1970) Polar effects in hydrogen abstraction from benzaldehydes—III : Radical chlorination by sulphuryl chloride. Tetrahedron, 26 (8). pp. 2041-2044. ISSN 0040-4020

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Official URL: https://doi.org/10.1016/S0040-4020(01)92779-6

Abstract

The relative rates of radical chlorination of m- and p- substituted benzaldehydes with sulphuryl chloride at 40° in CCl4 have been determined by means of a competitive reaction using p-diethylbenzene as reference standard. The relative reactivities were calculated from the amounts of aroyl chloride and α-chloro-p-diethylbenzene found and a polar effect (ρ{variant} = -0·53) was shown to be correlated by the Hammett equation with the σ constants. A comparison of the ρ{variant}-values with the redetermined value (ρ{variant} = -1·13) at the same temperature for bromotrichloromethane with the same system shows that radical halogenation with SO2Cl2 is much less selective than with BrCCl3. © 1970.

Item Type: Article
Additional Information: Lee, K.H.; Department of Chemistry, University of Malaya, Malaysia.
Uncontrolled Keywords: Polar effects; hydrogen abstraction; benzaldehydes-III; Radical chlorination; sulphuryl chloride
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 00:41
Last Modified: 09 Mar 2021 00:44
URI: http://eprints.um.edu.my/id/eprint/24698

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