Aromatic sulphonation. Part 93. Sulphonation of the three t-butylphenols, four di-t-butylphenols, and 2,4,6-tri-t-butylphenol
作者:Hans J. A. Lambrechts、John Mul、Hans Cerfontain
DOI:10.1039/p29850000677
日期:——
The (homogeneous) sulphonation of the three t-butyl-phenols, 2,4-, 2,5-, 2,6-, and 3,5-di-t-butyl-phenol, and 2,4,6-tri-t-butylphenol with a number of sulphonating reagents has been studied, and product compositions have been determined. The formation of the several initial and eventual sulphonation products is explained in terms of sulphodeprotonation, protiode-t-butylation, sulphode-t-butylation
三种叔丁基苯酚,2,4-,2,5-,2,6-和3,5-二叔丁基苯酚和2,4,6-tri(均一)磺化已经研究了叔丁基苯酚与多种磺化剂的结合,并确定了产品组成。几种初始的和最终的磺化产物的形成是通过磺化质子化,丙硫醇叔丁基化,硫磺叔丁基化和异构化来解释的,对各种底物都讨论了它们的相对重要性。2-(1)和4-叔丁基苯酚(3),2,4-(4)和2,6-二叔丁基苯酚(6)和2,4,6-三叔丁基苯酚(6)8)在98.5%H 2 SO 4中反应10天后,在35℃下,全部得到50±2%的4-叔丁基苯酚-2,6-(9)和50±2%的苯酚-2,4-二磺酸(10)。对于(1)和(6),起始步骤是叔丁基从2-位快速转移1,3-。然后,对于(1),在2-和6-位进行磺化质子化,对于(6),通过在6-位的丙基叔丁基化,然后在2-和6-位进行磺化质子化。的形成(9从基板)(3),(4)和(8)和(形成10从)(1),(