Recueil des Travaux Chimiques des Pays-Bas p. 325 - 330 (1988)
Update date:2022-07-30
Topics:
Cerfontain, Hans
Coenjaarts, Norbert J.
Koeberg-Telder, Ankie
The homogeneous sulfonation of 1,2-dihydroxybenzene (1), its monomethyl (2) and dimethyl ether (3) in concentrated aqueous sulfuric acid at 25 deg C has been studied and isomer distributions, as well as rate coefficients for the sulfonation of 1-3 and their monosulfonic acids, have been determined.In 73.5-87.5percent H2SO4, 1 yields the 3- and 4-sulfonic acids in a ratio of 25:75, 2 yields the 4-, 5- and 6-sulfonic acids in a ratio of 46:36:18 in 73.5percent H2SO4 and 50:39:11 in 87.5percent H2SO4, whereas 3 yields only the 4-sulfonic acid.The remarkable absence of the 3-sulfonic acid (< 2percent) with the 2-methoxy substrates 2 and 3 is discussed in terms of conformer populations of the reactants.In sulfuric acid <*>87.5percent H2SO4, the 4-sulfonic acid of 1 and the 5-sulfonic acid of 2 are present in part in the form of their hydrogen sulfate.In that acid region, the 3- and 4-sulfonic acids of 1 both yield the 3,5-disulfonic acid, the 4- and 6-sulfonic acids of 2 both yield the 4,6-disulfonic acid and the 4-sulfonic acid of 3 mainly yields the 4,6- together with some 4,5-disulfonic acid.
View MoreBeijing Top Science biological technology co., LTD
Contact:+86-13439059536
Address:15-1705 jre three mile, Beijing 100000,CHINA
Yangzhou Siyu Chemical Co.,Ltd.
Contact:+86-514-87325867 13358126196
Address:Room 620 Exposition Pavilion,No. 98 Huaihai Road,Guangling District,Yangzhou City, Jiangsu Province
ZHEJIANG JIANYE CHEMICAL CO.,LTD.
Contact:86-571-64149273,64149234
Address:No. 48, Fuxi Road, Meicheng Town
AstaTech ( Chengdu) BioPharmaceutical Corp.
website:http://www.astabiochem.cn/
Contact:+86-15198215156-15198215156
Address:SICHUAN CHENGDU
Shandong Jincheng Zhonghua Bio-pharmaceutical Co.,Ltd
Contact:+86-533-5415882
Address:Zichuan Economic Development Zone,Zibo City,Shandong Province,China
Doi:10.1021/ml100017c
(2010)Doi:10.1021/jo01093a601
(1959)Doi:10.1021/acs.orglett.7b00501
(2017)Doi:10.1021/acsmedchemlett.7b00107
(2017)Doi:10.1016/j.bmcl.2013.02.108
(2013)Doi:10.1016/S0040-4039(00)80482-7
(1988)