1-(2-nitro-thiobenzoyl)-piperidine | 87866-31-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(2-nitro-thiobenzoyl)-piperidine
• 英文别名: (2-Nitrophenyl)-piperidin-1-ylmethanethione
• CAS: 87866-31-7
• 化学式: C₁₂H₁₄N₂O₂S
• 分子量: 250.321
• InChiKey: IBUKJRGSNDXBKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  81.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-nitro-thiobenzoyl)-piperidine 在 盐酸 、 tin(ll) chloride 作用下， 生成 3-(piperidine-1-yl)benzo[c]isothiazole
  参考文献：
  名称：

  Einige bestrahlungsexperimente mit 2，1-Benzisothiazolen †

  摘要：

  2，1-苯并异噻唑的一些辐照实验

  DOI：

  10.1002/hlca.19790620205
• 作为产物：
  描述：

  (2-硝基苯基)-1-哌啶基甲酮 在 diphosphorus pentasulfide 作用下， 以69%的产率得到1-(2-nitro-thiobenzoyl)-piperidine
  参考文献：
  名称：

  Competing oxygen migrations inortho nitro aromatic thioamides on electron impact

  摘要：

  AbstractInteresting competitive oxygen migrations from the nitro group to the nitrogen and to the sulfur have been noticed during the mass spectral decomposition of ortho nitro aromatic thioamides on electron impact. The migration of the oxygen to the nitrogen of the thioamide function results in the formation of stable o‐nitrosothiobenzoyl cation. The other novel ortho effect noticed in the ortho isomers is the transfer of an oxygen from the nitro group to the sulfur followed by the ejection of SO from the molecular ions. A mechanism involving the initial oxygen migration to the sulfur through a favourable 6‐membered transition state followed by cyclization with the concomitant expulsion of SO is proposed for this process. Other interesting decomposition processes occurring as a consequence of this ortho effect have also been noticed. The proposed mechanisms for these processes are supported by mass analysed ion kinetic energy spectra and high voltage scans.

  DOI：

  10.1002/oms.1210180407

文献信息

• JACKSON B.; SCHMID H.; HANSEN H.-J., HELV. CHIM. ACTA, 1979, 62, NO 2, 391-397
  作者：JACKSON B.、 SCHMID H.、 HANSEN H.-J.

  DOI：——

  日期：——
• Einige bestrahlungsexperimente mit 2, 1-Benzisothiazolen
  作者：Barry Jackson、Hans Schmidt、Hans-J�rgen Hansen

  DOI：10.1002/hlca.19790620205

  日期：1979.3.7

  Some Irradiation Experiments with 2, 1-Benzisothiazoles

  2，1-苯并异噻唑的一些辐照实验
• Competing oxygen migrations inortho nitro aromatic thioamides on electron impact
  作者：D. V. Ramana、S. K. Viswanadham

  DOI：10.1002/oms.1210180407

  日期：1983.4

  AbstractInteresting competitive oxygen migrations from the nitro group to the nitrogen and to the sulfur have been noticed during the mass spectral decomposition of ortho nitro aromatic thioamides on electron impact. The migration of the oxygen to the nitrogen of the thioamide function results in the formation of stable o‐nitrosothiobenzoyl cation. The other novel ortho effect noticed in the ortho isomers is the transfer of an oxygen from the nitro group to the sulfur followed by the ejection of SO from the molecular ions. A mechanism involving the initial oxygen migration to the sulfur through a favourable 6‐membered transition state followed by cyclization with the concomitant expulsion of SO is proposed for this process. Other interesting decomposition processes occurring as a consequence of this ortho effect have also been noticed. The proposed mechanisms for these processes are supported by mass analysed ion kinetic energy spectra and high voltage scans.