3-chloro-3-(2-benzothiophenyl)diaziridine | 867063-76-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 3-chloro-3-(2-benzothiophenyl)diaziridine
• 英文别名: 3-(1-Benzothiophen-2-yl)-3-chlorodiazirine；3-(1-benzothiophen-2-yl)-3-chlorodiazirine
• CAS: 867063-76-1
• 化学式: C₉H₅ClN₂S
• 分子量: 208.671
• InChiKey: FJAYVIYLGWIUAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  53
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-chloro-3-(2-benzothiophenyl)diaziridine 生成
  参考文献：
  名称：

  Geometry and Aromaticity in Highly Strained Heterocyclic Allenes:  Characterization of a 2,3-Didehydro-2H-thiopyran

  摘要：

  The highly strained cyclic allene 2,3-didehydro-2H-thiopyran was generated by irradiation of matrix-isolated 2-benzothienylchlorocarbene and characterized by IR and UV/vis spectroscopy, in situ trapping, and DFT modeling. Calculations indicate that the allenic moiety in this system, although less aromatic in character, is relatively more stable than in the corresponding oxa system. It is suggested that the thio ring system can more readily accommodate the allenic geometry.

  DOI：

  10.1021/ol051733x
• 作为产物：
  描述：

  benzothiophene-2-carboximidamide 在 sodium hypochlorite 、 sodium chloride 作用下， 以 正己烷 、 二甲基亚砜 为溶剂， 反应 0.67h， 以55%的产率得到3-chloro-3-(2-benzothiophenyl)diaziridine
  参考文献：
  名称：

  Geometry and Aromaticity in Highly Strained Heterocyclic Allenes:  Characterization of a 2,3-Didehydro-2H-thiopyran

  摘要：

  The highly strained cyclic allene 2,3-didehydro-2H-thiopyran was generated by irradiation of matrix-isolated 2-benzothienylchlorocarbene and characterized by IR and UV/vis spectroscopy, in situ trapping, and DFT modeling. Calculations indicate that the allenic moiety in this system, although less aromatic in character, is relatively more stable than in the corresponding oxa system. It is suggested that the thio ring system can more readily accommodate the allenic geometry.

  DOI：

  10.1021/ol051733x