Journal of the Chemical Society. Perkin transactions II p. 940 - 943 (1981)
Update date:2022-08-28
Topics:
Cafferata, Lazaro F. R.
Desvard, Osvaldo E.
Sicre, Juan E.
The solvolysis of methyl, ethyl, and, isopropyl fluorosulphates in pure water and aqueous organic solvents has been studied.The extrapolated reactivity at 25 deg C of these compounds is 1E4 to 1E6 times higher than that of halides, alkanesulphonates, and benzenesulphonates but is similar to that shown by chlorosulphates and perfluoroalkanesulphonates.The kinetics and medium and nucleophile effects have been investigated to establish the mechanism of the reactions.The effect of a variation in the dielectric constant of the medium has also been discused.The activation parameters of these solvolytic reactions were correlated through a ΔH<*> vs. ΔS<*> plot.It is concluded that even when methyl and ethyl fluorosulphates show behaviour typical of compounds reacting by a SN2-type mechanism, some evidence of a slight difference between both processes was found.The solvolysis of isopropyl fluorosulphate has a high contribution from a unimolecular ionization mechanism.
website:http://www.lidepharma.com
Contact:+86-25-58409506
Address:Chungking Express Nos.36 Nathan Road，Kowloon, HK
Chengdu Cogon Bio-tech Co., Ltd.
Contact:86-28-85171192
Address:NO.52.YongFeng Rd. Chengdu,610041,P.R.China.
Hangzhou Eastbiopharm Co.,Ltd.
Contact:+86-571-88931780
Address:Hangzhou,China
website:http://www.arromax.com
Contact:+86-0512-62959601 skype:aimmezhang
Address:Suite 401, Bldg A3, 218 Xinghu St.Suzhou Industrial Park 215123, P.R. China
Zhuhai Rundu Pharmaceutical co.,Ltd
Contact:+86-756-7630755
Address:No.6,North Airport Road,Sanzao Town,Jinwan District
Doi:10.1002/anie.201501812
(2015)Doi:10.1039/b005120i
(2000)Doi:10.1002/anie.200805666
(2009)Doi:10.1246/bcsj.50.469
(1977)Doi:10.1081/SCC-100104049
(2001)Doi:10.1246/cl.2008.112
(2008)
