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

Document Type

Article

Publication Date

1-1-1970

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.

Keywords

Polar effects, hydrogen abstraction, benzaldehydes-III, Radical chlorination, sulphuryl chloride

Publication Title

Tetrahedron

ISSN

0040-4020

Divisions

CHEMISTRY

Volume

26

Issue

8

Publisher

Elsevier

Additional Information

Lee, K.H.; Department of Chemistry, University of Malaya, Malaysia.

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