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 MoreChangzhou Welton Chemical Co., Ltd,
Contact:0086-519-85910828,85920537,85912897
Address:No.8 Jinlong Road, Binjiang Park, Changzhou, Jiangsu, China.
Shanghai better-in Medical Technology Co.,LTD.
Contact:+86-21-38921049
Address:Lane 720 zhangjianggaoke cailun road, Pudong, Shanghai, room 513
Changsha Goomoo Chemical Technology Co.Ltd
Contact:+86-731-82197655
Address:No.649,Chezhan Rd.(N),Changsha,Hunan,China
Zhejiang Allied Chemical Co.,Ltd
Contact:18967038207
Address:Area A-30, High-tech Industrial Park, Quzhou, Zhejiang, China.
SICHUAN ZHONGBANG NEW MATERIAL CO., LTD
website:http://www.zhongbangst.com
Contact:86-830-2585019
Address:sichuan,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)
