S-(dimethylamino)-p-toluenethiosulfonate | 136400-98-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: S-(dimethylamino)-p-toluenethiosulfonate
• 英文别名: N,N-dimethyl-S-tosylsulfenamide；N-methyl-N-(4-methylphenyl)sulfonylsulfanylmethanamine
• CAS: 136400-98-1
• 化学式: C₉H₁₃NO₂S₂
• 分子量: 231.34
• InChiKey: LMEJTPWIRWGWFD-UHFFFAOYSA-N

物化性质

• 沸点：
  344.5±35.0 °C(Predicted)
• 密度：
  1.249±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  S-(dimethylamino)-p-toluenethiosulfonate 在 三氟化硼乙醚 、 苯甲醚 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以23%的产率得到S-(4-methoxyphenyl) 4-methylbenzenesulfonothioate
  参考文献：
  名称：

  S-tosylsulfenamides, new electrophilic sulfosulfenylating agents

  摘要：

  A method has been developed for the synthesis of thiosulfonates by the electrophilic addition of S-tosylsulfenamides to ole-fins or their electrophilic substitution in aromatic systems. SO3, Py.SO3, and BF3.Et2O were used as activators. The addition of S-tosylsulfenamides to olefins proceeds through electrophilic trans addition.

  DOI：

  10.1007/bf00961055
• 作为产物：
  描述：

  (dimethylamino)sulfenyl chloride 、 sodium 4-methylbenzenesulfinate 以 二氯甲烷 为溶剂， 反应 0.25h， 以62%的产率得到S-(dimethylamino)-p-toluenethiosulfonate
  参考文献：
  名称：

  S-tosylsulfenamides, new electrophilic sulfosulfenylating agents

  摘要：

  A method has been developed for the synthesis of thiosulfonates by the electrophilic addition of S-tosylsulfenamides to ole-fins or their electrophilic substitution in aromatic systems. SO3, Py.SO3, and BF3.Et2O were used as activators. The addition of S-tosylsulfenamides to olefins proceeds through electrophilic trans addition.

  DOI：

  10.1007/bf00961055

文献信息

• Process for the cross-linking of polymers
  申请人：Vulnax International Limited

  公开号：EP0004711A2

  公开（公告）日：1979-10-17

  In the cross-linking of polymers containing ethylenic unsaturation, especially natural and synthetic rubbers of the isoprene or styrene-butadiene series, S-acyl derivatives of N-substituted thiohydroxylamines, previously known to be useful as accelerators for vulcanisation by sulphur or sulphur donors, can be used themselves as sole vulcanisation agents. The preferred compounds for this purpose are the N-dithiocarbamoyl derivatives of amines, amides or imides, e.g. S-(N',N'-dimethylamino)-N,N-dimethyldithiocarbamate, S-(acetylamino) N,N-diethyldithiocarbamate or S-(phthalimido)-di-n-butyldithiocarbamate. Typical advantages of the resultant rubbers are better resistance to heat ageing and resistance to compression set when compared with sulphur cured rubbers and greater processing safety than TMTD-cured rubbers.

  在含有乙烯不饱和度的聚合物，特别是异戊二烯或丁二烯系列天然橡胶和合成橡胶的交联过程中，N-取代的硫代羟胺的 S-酰基衍生物（以前已知可用作硫或硫供体的硫化促进剂）本身可用作唯一的硫化剂。 为此，首选的化合物是胺、酰胺或酰亚胺的 N-二硫代氨基甲酰衍生物，例如 S-（N',N'-二甲基氨基）-N,N-二甲基二硫代氨基甲酸酯、S-（乙酰氨基）N,N-二乙基二硫代氨基甲酸酯或 S-（邻苯二甲酰亚胺）-二-N-丁基二硫代氨基甲酸酯。与硫固化橡胶相比，硫固化橡胶具有更好的耐热老化性和抗压缩永久变形性，并且比 TMTD 固化橡胶具有更高的加工安全性。
• Zefirov, N. S.; Zyk, N. V.; Kutateladze, A. G., Journal of Organic Chemistry USSR (English Translation), 1990, vol. 26, # 10.2, p. 1920 - 1921
  作者：Zefirov, N. S.、Zyk, N. V.、Kutateladze, A. G.、Butina, E. K.

  DOI：——

  日期：——
• ZEFIROV, N. S.;ZYK, N. V.;KUTATELADZE, A. G.;BUTINA, E. K., ZH. ORGAN. XIMII, 26,(1990) N0, S. 2225-2226
  作者：ZEFIROV, N. S.、ZYK, N. V.、KUTATELADZE, A. G.、BUTINA, E. K.

  DOI：——

  日期：——