Sulfonation and sulfation on reaction of 1,2-dihydroxybenzene and its methyl ethers in concentrated aqueous sulfuric acid
作者:Hans Cerfontain、Norbert J. Coenjaarts、Ankie Koeberg-Telder
DOI:10.1002/recl.19881070405
日期:——
The homogeneous sulfonation of 1,2-dihydroxybenzene (1), its monomethyl (2) and dimethyl ether (3) in concentrated aqueous sulfuric acid at 25°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 73.5-87.5% H2SO4, 1 yields the 3- and 4-sulfonic acids in a ratio of 25:75, 2 yields the 4-, 5- and 6-sulfonic
研究了1,2-二羟基苯(1),其单甲基(2)和二甲醚(3)在浓硫酸中在25°C下的均相磺化反应,并研究了异构体分布以及磺化1的速率系数已测定–3及其一磺酸。在73.5-87.5%H 2 SO 4中,1生成比例为25:75的3-和4-磺酸,2生成比例为46:36:18的4-,5-和6-磺酸。在73.5%的H 2 SO 4和87.5%50:39:11ħ 2 SO 4,而3仅产生4-磺酸。根据反应物的构象异构体讨论了2-甲氧基底物2和3中3-磺酸(<2%)的显着缺乏。在硫酸> 87.5%H 2 SO 4,对-4-磺酸1和的5-磺酸2是存在于在其硫酸氢盐形式的一部分。在该酸性区域,的3-和4-锍酸1既得到3,5-二磺酸,的4-和6-磺酸2都得到-4,6-二磺酸和4-磺酸的3主要产生具有一些4,5-二磺酸的4,6-在一起。