Journal of the Chemical Society. Perkin transactions II p. 500 - 508 (1981)
Update date:2022-08-03
Topics:
Aslam, Hanif M.
Burden, Alan G.
Chapman, Norman B.
Shorter, John
Charton, Marvin
The main results now discussed are rate coefficients for the reactions of benzoic acid and 32 ortho-substituted benzoic acids with diazodiphenylmethane (DDM) at 30.0 deg C in 11 alcohols including 2-methoxyethanol.The reaction involves a rate-determining proton transfer.The results have been subjected to correlation analysis in two ways. (a) For the reactions of a given acid in the various alcohols, the log k values are correlated through multiple regression on appropriate solvent parameters. (b) For reactions in a given alcohol, the log k values for the various acids are correlated by using the appropriate form of the extended Hammett equation involving inductive, resonance, and steric parameters.Analyses of type (a), as in earlier work, involve the ?* value of the group R in the alcohol ROH, the Kirkwood function of dielectric constant, f(ε)=(ε-1)/(2ε+1) and nγH, the number of hydrogen atoms in the γ-position in the alcohol.These correlations yield information on the influence of ortho-substituents on the relative importance of specific and non-specific solvent effects.In analyses of type (b) the correlation equations are established with a limited set of substituents (up to 18), whose characteristic parameters ?I, ?R, and υ (determined by Charton) are well established, and are unlikely to show effects due to hydrogenbonding or substituent conformation.The results for other substituents are then interpreted by comparing log k(calc.) from a correlation expression with log k(obs.).
View MoreShandong Yaroma Perfumery Co., Ltd.
Contact:+86- 531- 88024598
Address:7-702 Caizhi Central, 59 Gong Ye South Road, Jinan City,250101, P. R. China
website:http://www.simagchem.com
Contact:+86-592-2680277
Address:21/F Hualong Office Building,No.6 Hubin East Road, Xiamen,China
Contact:0510-85393305
Address:1619 Huishan Avenue, Huishan District, Wuxi,
Xinchang Yueding Chemical Co., Ltd.
Contact:86-571-56926323
Address:NO.90 BEIMENCHENGWAI CHENGGUAN TOWN XINCHANG
Tangshan Wisdom Trading Co.,Ltd
Contact:86 315 2222979
Address:No.41 BeiXinXi Road, Yangguang building 1-1102 , Tangshan, Hebei, China
Doi:10.1016/S0960-894X(96)00262-4
(1996)Doi:10.1039/cc9960001835
(1996)Doi:10.1016/0040-4020(96)00561-3
(1996)Doi:10.1021/acs.orglett.1c00288
(2021)Doi:10.1016/0957-4166(94)80119-3
(1994)Doi:10.1248/cpb.44.1484
(1996)
