Please use this identifier to cite or link to this item: http://nopr.niscpr.res.in/handle/123456789/15766
Title: Interactive free energy relationship for multiple substituent effects in the oxidative cleavage of aromatic anils by N-chlorobenzamide in aqueous methanol medium
Authors: Kassim, A N Mohamed
Ahamed, K A Basheer
Issue Date: Jun-1999
Publisher: NISCAIR-CSIR, India
Abstract: The kinetics of the oxidation of about forty two aromatic anils prepared from (i) unsubstituted benzaldehyde and unsubstituted aniline (ii) substituted benzaldehydes and unsubstituted aniline (iii) unsubstituted benzaldehyde and substituted anilines and (iv) substituted benzaldehydes and substituted anilines by N-chlorobenzamide in aqueous methanol medium is enhanced by electronreleasing substituents both in benzaldehydes as well as in aniline moieties while electron withdrawing substituents retarded the rate. For the series with various substituents in the ring-X (benzaldehyde) and with hydrogen in the ring-Y (aniline), the p value is -0.40. For the series with various substituents in the ring-Y and with hydrogen in the ring-X, the p value is -2.65. Linear plots are obtained between  px(y) (obtained from Hammett's plot for various substituents in the benzaldehyde moiety) and σy (substituent constants for substituents in aniline moiety) with a slope of -1.46 and between py(x) (obtained from Hammett's plot for various substituents in the aniline moiety) and σx (substituent constants for substituents in benzaldehyde moiety) with a slope of -1.51. This relationship has been analysed quantitatively in terms of interactive free energy relationship for multiple substituent effects.
Page(s): 533-540
Appears in Collections:IJC-A Vol.38A(06) [June 1999]

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