2,3-dimethylbut-2-en-1-yl dimethyltrithiopercarbamate | 200336-83-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 有机二硫化物
• 英文名称: 2,3-dimethylbut-2-en-1-yl dimethyltrithiopercarbamate
• CAS: 200336-83-0
• 化学式: C₉H₁₇NS₃
• 分子量: 235.439
• InChiKey: WGZBIRWPGNJFSC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.57
• 重原子数：
  13.0
• 可旋转键数：
  3.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  3.24
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2,3-dimethylbut-2-en-1-yl dimethyltrithiopercarbamate 以 正己烷 为溶剂， 反应 3.0h， 生成 福美双 、 Bis(2,3-dimethyl-2-buten-1-yl)trisulfide
  参考文献：
  名称：

  Zinc(II)-Catalyzed Disproportionation in Rubber: The mechanism of Sulfur Vulcanization Revisited

  摘要：

  AbstractModel studies have shown that cross‐link precursors, that is, intermediates in the sulfur vulcanization of rubber, are transformed into cross‐links by a nonsymmetric but regioselective disproportionation mechanism. Thus, two equivalents of the crosslink precursor of the type RSSX are transformed into XSX and the actual cross‐link RSSSR. Exchange of sulfur atoms is a prerequisite. A mechanism involving an SNi′ reaction with an allylic moiety, suggested in the literature, has not been observed. The disproportionation reaction is catalyzed by rubber‐soluble zinc‐dithiocarbamate complexes, an important class of vulcanization accelerators. By virtue of ligand‐functional‐group exchange reactions these complexes serve to transport and exchange sulfur atoms.

  DOI：

  10.1002/chem.19970031117
• 作为产物：
  描述：

  2,3-二甲基-2-丁烯 、 福美双 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 zinc(II) oxide 作用下， 生成 2,3-dimethylbut-2-en-1-yl dimethyltrithiopercarbamate
  参考文献：
  名称：

  烯烃加速硫磺硫化中活性中间体的分离和X射线结构测定

  摘要：

  在2,3-二甲基丁-2-烯（C 6 H 12）的硫磺硫化反应中，在S 8，ZnO和有机促进剂的存在下，形成中间产物，该中间产物由与硫结合的烯烃构成促进剂片段：C 6 H 11 -S n -S（S）CNMe 2，其中n 0；描述了2,3-二甲基丁-2-烯-1-基二甲基三硫代过氨基甲酸[C 6 H 11 –SS–S（S）CNMe 2 ]的分离表征和硫化活性。

  DOI：

  10.1039/c39930000183

文献信息

• Zinc(II)-Catalyzed Disproportionation in Rubber: The mechanism of Sulfur Vulcanization Revisited
  作者：Peter J. Nieuwenhuizen、Sandjai Timal、Jaap G. Haasnoot、Anthony L. Spek、Jan Reedijk

  DOI：10.1002/chem.19970031117

  日期：1997.11

  AbstractModel studies have shown that cross‐link precursors, that is, intermediates in the sulfur vulcanization of rubber, are transformed into cross‐links by a nonsymmetric but regioselective disproportionation mechanism. Thus, two equivalents of the crosslink precursor of the type RSSX are transformed into XSX and the actual cross‐link RSSSR. Exchange of sulfur atoms is a prerequisite. A mechanism involving an SNi′ reaction with an allylic moiety, suggested in the literature, has not been observed. The disproportionation reaction is catalyzed by rubber‐soluble zinc‐dithiocarbamate complexes, an important class of vulcanization accelerators. By virtue of ligand‐functional‐group exchange reactions these complexes serve to transport and exchange sulfur atoms.
• The isolation and X-ray structure determination of an active intermediate in the accelerated sulfur vulcanization of alkenes
  作者：Peter Versloot、Martin van Duin、Jaap G. Haasnoot、Jan Reedijk、Anthony L. Spek

  DOI：10.1039/c39930000183

  日期：——

  In the sulfur vulcanization reaction of 2,3-dimethylbut-2-ene(C6H12), in the presence of S8, ZnO and organic accelerators, intermediate products are formed with consist of an alkene bound by sulfur to an accelerator fragment: C6H11–Sn–S(S)CNMe2, where n 0; the isolation characterisation and vulcanization activity of 2,3-dimethylbut-2-en-1-yl dimethyltrithiopercarbamate [C6H11–S–S(S)CNMe2] is described

  在2,3-二甲基丁-2-烯（C 6 H 12）的硫磺硫化反应中，在S 8，ZnO和有机促进剂的存在下，形成中间产物，该中间产物由与硫结合的烯烃构成促进剂片段：C 6 H 11 -S n -S（S）CNMe 2，其中n 0；描述了2,3-二甲基丁-2-烯-1-基二甲基三硫代过氨基甲酸[C 6 H 11 –SS–S（S）CNMe 2 ]的分离表征和硫化活性。