1-(ethynyl)-cyclohex-1-yl isocyanate | 41891-03-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-(ethynyl)-cyclohex-1-yl isocyanate
• 英文别名: Cyclohexane, 1-ethynyl-1-isocyanato-；1-ethynyl-1-isocyanatocyclohexane
• CAS: 41891-03-6
• 化学式: C₉H₁₁NO
• mdl: MFCD18453075
• 分子量: 149.192
• InChiKey: YWKUYVHZVCTJHZ-UHFFFAOYSA-N

物化性质

• 沸点：
  193.9±19.0 °C(Predicted)
• 密度：
  0.96±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  29.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(ethynyl)-cyclohex-1-yl isocyanate 在 硫酸氢铵 、 三甲基溴硅烷 、 六甲基二硅氮烷 作用下， 以 乙腈 为溶剂， 反应 34.0h， 生成 4-(1-Ethynyl-cyclohexyl)-2,4-dihydro-[1,2,4]triazol-3-one
  参考文献：
  名称：

  Manipulation of N,O-Nucleophilicity:  Efficient Formation of 4-N-Substituted 2,4-Dihydro-3H-1,2,4-Triazolin-3-ones

  摘要：

  A new efficient two-step synthesis of 2,4-dihydro-3H-1,2,4-triazolin-3-ones (triazolinones) from readily available amines is reported. Our novel conditions using hexamethyl disilazane, bromotrimethylsilane, and a catalytic amount of ammonium sulfate smoothly cyclize 1-formyl and 1-acetyl semicarbazides to the target triazolinones. This transformation features simultaneous manipulation of N- and O-nucleophilicity as well as differentiation of the nucleophilicity of a urea and an acyl carbonyl.

  DOI：

  10.1021/ol0478638
• 作为产物：
  描述：

  光气 、 1-乙炔基环己基胺 在 碳酸氢钠 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 3.0h， 生成 1-(ethynyl)-cyclohex-1-yl isocyanate
  参考文献：
  名称：

  Manipulation of N,O-Nucleophilicity:  Efficient Formation of 4-N-Substituted 2,4-Dihydro-3H-1,2,4-Triazolin-3-ones

  摘要：

  A new efficient two-step synthesis of 2,4-dihydro-3H-1,2,4-triazolin-3-ones (triazolinones) from readily available amines is reported. Our novel conditions using hexamethyl disilazane, bromotrimethylsilane, and a catalytic amount of ammonium sulfate smoothly cyclize 1-formyl and 1-acetyl semicarbazides to the target triazolinones. This transformation features simultaneous manipulation of N- and O-nucleophilicity as well as differentiation of the nucleophilicity of a urea and an acyl carbonyl.

  DOI：

  10.1021/ol0478638

文献信息

• Halogenated tertiary alkyl isocyanates and their preparation
  申请人：BASF Aktiengesellschaft

  公开号：US04344891A1

  公开（公告）日：1982-08-17

  Halogenated tertiary alkyl isocyanates and a process for their preparation by reacting a tertiary alkyl isocyanate with halogen, sulfuryl chloride and/or sulfuryl bromide. The halogenated tertiary alkyl isocyanates prepared by the process of the invention are valuable starting materials for the preparation of pest control agents, fatliquoring agents, drugs, flameproofing agents, lubricating oils, synthetic resins and slip agents.

  卤代三级烷基异氰酸酯及其制备方法，通过将三级烷基异氰酸酯与卤素、磺酰氯和/或磺酰溴反应来制备。本发明制备的卤代三级烷基异氰酸酯是制备杀虫剂、脂肪柔软剂、药物、防火剂、润滑油、合成树脂和滑动剂的有价值的起始材料。
• Halogenierte, tertiäre Alkylisocyanate und Verfahren zu ihrer Herstellung
  申请人：BASF Aktiengesellschaft

  公开号：EP0025907B1

  公开（公告）日：1984-06-20
• US4344891A
  申请人：——

  公开号：US4344891A

  公开（公告）日：1982-08-17
• Manipulation of N,O-Nucleophilicity:  Efficient Formation of 4-N-Substituted 2,4-Dihydro-3<i>H</i>-1,2,4-Triazolin-3-ones
  作者：Xianhai Huang、Anandan Palani、Dong Xiao、Robert Aslanian、Neng-Yang Shih

  DOI：10.1021/ol0478638

  日期：2004.12.1

  A new efficient two-step synthesis of 2,4-dihydro-3H-1,2,4-triazolin-3-ones (triazolinones) from readily available amines is reported. Our novel conditions using hexamethyl disilazane, bromotrimethylsilane, and a catalytic amount of ammonium sulfate smoothly cyclize 1-formyl and 1-acetyl semicarbazides to the target triazolinones. This transformation features simultaneous manipulation of N- and O-nucleophilicity as well as differentiation of the nucleophilicity of a urea and an acyl carbonyl.