3,6-二甲基-1,2,4,5-四噻烷 | 67411-27-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四硫烷
• 中文名称: 3,6-二甲基-1,2,4,5-四噻烷
• 英文名称: 3,6-dimethyl-1,2,4,5-tetrathiane
• 英文别名: 3,6-Dimethyl-1,2,4,5-tetrathiacyclohexan
• CAS: 67411-27-2
• 化学式: C₄H₈S₄
• 分子量: 184.372
• InChiKey: OLLSVBUNSGNIRV-UHFFFAOYSA-N

物化性质

• LogP：
  4.764 (est)
• 保留指数：
  1343;1343

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,6-二甲基-1,2,4,5-四噻烷 在 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3,5-二甲基-1,2,4-三硫环戊烷
  参考文献：
  名称：

  A Novel Method for the Generation of Thial S-Sulfides from 2,4,6-Trisubstituted 5,6-Dihydro-1,3,5-dithiazines

  摘要：

  用 NCS 或 NBS 处理 2,4,6-三取代的 5,6-二氢-1,3,5-二噻嗪可得到高活性的硫代 S 硫化物，这些硫化物经过二聚反应可得到相应的 1,2,4,5-四噻烷。这些产物经 Ph3P、KCN 或 Na2S4 处理后，还可选择性地转化为天然环状多硫化物、1,2,4-三硫环戊烷和 1,2,3,5,6-五硫环戊烷。

  DOI：

  10.1246/cl.1988.1517
• 作为产物：
  描述：

  二硫代乙酸 以 苯 为溶剂， 反应 20.0h， 生成 3,6-二甲基-1,2,4,5-四噻烷
  参考文献：
  名称：

  Dimeres et oligomers des dithioacides aliphatiques obtenus par action de peroxydes ou du rayonnement U. V.

  摘要：

  DOI：

  10.1016/s0040-4039(00)93651-7

文献信息

• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: S: SVol.4a/b, 1.3.11.4, page 298 - 300
  作者：

  DOI：——

  日期：——
• Nixon, L. N.; Wong, E.; Johnson, C. B., Journal of Agricultural and Food Chemistry, 1979, vol. 27, p. 355 - 359
  作者：Nixon, L. N.、Wong, E.、Johnson, C. B.、Birch, E. J.

  DOI：——

  日期：——
• Maillard-Lipid Interactions in Nonaqueous Systems: Volatiles from the Reaction of Cysteine and Ribose with Phosphatidylcholine
  作者：Donald S. Mottram、Frank B. Whitfield

  DOI：10.1021/jf00053a033

  日期：1995.5

  Equimolar mixtures of cysteine and ribose mixed with an excess of microcrystalline cellulose powder were heated at 185 degrees C with or without the addition of phosphatidylcholine. Volatile products were analyzed by headspace concentration and GC-MS. Sulfur-containing heterocyclic compounds dominated the volatiles, with trithiolanes, trithianes, and thiazoles among the most abundant components. Some qualitative and quantitative differences were found between the volatiles from the reactions performed with and without cellulose. The cellulose was not totally inert; volatiles were formed from its thermal degradation and its reaction with cysteine. In general, the addition of phospholipid had only a small effect on the volatile profile, with small amounts of lipid degradation products and lipid-Maillard interaction products formed. However, three methylthio-substituted furans and thiophenes were found in the phospholipid-containing systems which were not detected in the lipid-free reaction mixtures.
• BONNANS-PLAISANCE C.; MAHJOUB A.; LEVESQUE G., TETRAHEDRON LETT., 1980, 21, NO 20, 1941-1942
  作者：BONNANS-PLAISANCE C.、 MAHJOUB A.、 LEVESQUE G.

  DOI：——

  日期：——
• A Novel Method for the Generation of Thial S-Sulfides from 2,4,6-Trisubstituted 5,6-Dihydro-1,3,5-dithiazines
  作者：Yuji Takikawa、Takahiro Makabe、Naoyuki Hirose、Takamichi Hiratsuka、Ryuji Takoh、Kazuaki Shimada

  DOI：10.1246/cl.1988.1517

  日期：1988.9.5

  Treatment of 2,4,6-trisubstituted 5,6-dihydro-1,3,5-dithiazines with NCS or NBS afforded highly reactive thial S-sulfides, which underwent dimerization to give the corresponding 1,2,4,5-tetrathianes. The products were also selectively converted into naturally-occurring cyclic polysulfides, 1,2,4-trithiolanes and 1,2,3,5,6-pentathiepanes, by treatment with Ph3P, KCN, or Na2S4.

  用 NCS 或 NBS 处理 2,4,6-三取代的 5,6-二氢-1,3,5-二噻嗪可得到高活性的硫代 S 硫化物，这些硫化物经过二聚反应可得到相应的 1,2,4,5-四噻烷。这些产物经 Ph3P、KCN 或 Na2S4 处理后，还可选择性地转化为天然环状多硫化物、1,2,4-三硫环戊烷和 1,2,3,5,6-五硫环戊烷。