2-mercapto-5-trideuteromethylthio-1,3-4-thiadiazole | 83578-43-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-mercapto-5-trideuteromethylthio-1,3-4-thiadiazole
• CAS: 83578-43-2
• 化学式: C₃H₄N₂S₃
• 分子量: 167.252
• InChiKey: CFWGYKRJMYXYND-FIBGUPNXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.55
• 重原子数：
  8.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  25.78
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1,5-二氯-2,4-二硝基苯 、 2-mercapto-5-trideuteromethylthio-1,3-4-thiadiazole 在 氢氧化钾 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以88%的产率得到1,3-bis-<2-(5-hexadeuteromethylthio-1,3,4-thiadizolyl)thio>-4,6-dinitrobenzene
  参考文献：
  名称：

  Electron impact inducedortho effects in 2-nitro-substituted aromatic sulphides containing 2-pyridyl, 2-(5-methylthio-1,3,4-thiadiazolyl) and/or 2-(4-methyl-1,3,4-thiadiazolinyl-5-thione) moieties

  摘要：

  AbstractThe most significant mass spectral features of 14 title compounds are discussed with the aid of deuterium labelling experiments. The decomposition patterns of these compounds are strongly affected by several competing ortho effects, due to the interaction of the nitro function(s) with neighbouring electron‐poor N‐heterocycles. Very intense polycyclic ions are produced via addition‐elimination reactions by loss of simple radicals (H˙, OH˙, NO2˙) from the molecular ion, followed by the ejection of neutral molecules (HNO2,CH3SCN or CH3NCS). In addition, primary or secondary intramolecular oxygen transfers, preceded or not by hydrogen migration, from the nitro group to the imino carbon via spirocyclic intermediates, are generally observed. Minor skeletal rearrangements, triggered by single or multiple intramolecular oxygen transfer to the bridgehead sulphur atom, followed by SO or SO2 ejection, are also noticed.

  DOI：

  10.1002/oms.1210200603
• 作为产物：
  描述：

  氘代碘甲烷 、 2,5-二巯基噻二唑 生成 2-mercapto-5-trideuteromethylthio-1,3-4-thiadiazole
  参考文献：
  名称：

  Mass spectrometry of 2,5-dimercapto-1,3,4-thiadiazole methyl and aryl derivatives

  摘要：

  AbstractThe most significant mass spectral features of thirteen title compounds are discussed. Fissions occur across the thiadiazole ring, leading to the formation of [M‐RSCN]+˙ and \documentclass{article}\pagestyle{empty}\begin{document}${\rm R - }\mathop {\rm S}\limits^{\rm + } = {\rm C} = {\rm S}$\end{document} ions. In cases where the thiol‐thione equilibrium is present in the vapour state, expulsion of CS2 from the molecular ion is observed. The fragmentation pattern of the compounds having an ortho nitro group in the S‐aryl moiety is strongly affected by a prominent ‘ortho effect’.

  DOI：

  10.1002/oms.1210170710