1,3-dimethyltriazene | 467426-36-4

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 炔丙基型1，3-偶极有机化合物
• 英文名称: 1,3-dimethyltriazene
• 英文别名: N-(methyldiazenyl)methanamine
• CAS: 467426-36-4
• 化学式: C₂H₇N₃
• 分子量: 73.0977
• InChiKey: SQUIUDMGPAPFHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  5
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  36.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3-dimethyltriazene 在 copper dichloride 作用下， 生成 1,3-dimethyl-triazene; copper (I)-compound
  参考文献：
  名称：

  Dimroth, Chemische Berichte, 1906, vol. 39, p. 3906

  摘要：

  DOI：
• 作为产物：
  描述：

  重氮胺基苯 、 alkaline earth salt of/the/ methylsulfuric acid 生成 1,3-dimethyltriazene
  参考文献：
  名称：

  Dimroth, Chemische Berichte, 1906, vol. 39, p. 3906

  摘要：

  DOI：

文献信息

• Conformational studies by dynamic nuclear magnetic resonance. Part 16. The mechanism of tautomerism in triazenes
  作者：Lodovico Lunazzi、Giorgio Panciera、Maurizio Guerra

  DOI：10.1039/p29800000052

  日期：——

  The kinetics of tautomerism of triazenes, R1NH–NNR2⇌ R1NN–NHR2, have been determined by means of line-shape analysis of the 1H n.m.r. spectra at various temperatures. When R1= R2= Me the equilibrium reaction is second-order whereas when R1= Me, R2= Ph or when R1= R2=p-MeC6H4 the reaction follows a first-order course. Thermodynamic activation parameters have been determined for both situations for a

  三氮烯的互变异构现象的动力学，R 1 NH-N NR 2 ⇌ - [R 1 ñ N-二NHR 2，已经由线形状分析测定1在各种温度下H核磁共振光谱。当R 1 = R 2 = Me时，平衡反应是二阶的；而当R 1 = Me时，R 2 = Ph或当R 1 = R 2 = p -MeC 6 H 4时反应遵循一阶过程。对于两种溶剂，在两种情况下均已确定了热力学活化参数。理论上的INDO计算有助于理解当脂族被芳族取代基取代时，从双分子反应路径向单分子反应路径的转变。与理论电荷总体分析的结论一致，没有溶剂效应提示了一种根本机理。
• Pseudo-rotation of spin-labelled phosphoranes formed by cyclisation of triazenylphosphoranyl radicals
  作者：John C. Brand、Brian P. Roberts

  DOI：10.1039/c39810001107

  日期：——

  Triazenylphosphoranyl radicals undergo cyclisation to give paramagnetic phosphoranes and the rapid pseudo-rotation of the latter can be monitored by e.s.r. spectroscopy.

  三氮烯基膦烷基被环化以产生顺磁性磷烷，并且后者的快速假旋转可以通过电子能谱法监测。
• Goldschmidt; Holm, Chemische Berichte, 1888, vol. 21, p. 1016
  作者：Goldschmidt、Holm

  DOI：——

  日期：——
• Novel triazenes and triazolines from the base-catalyzed hydrolysis of 1,3-dialkyl-3-acyltriazenes
  作者：Richard H. Smith、Brian D. Wladkowski、Julie A. Herling、Timothy D. Pfaltzgraff、Jesse E. Taylor、Erin J. Thompson、Brunon Pruski、John R. Klose、Christopher J. Michejda

  DOI：10.1021/jo00050a016

  日期：1992.11

  The products and mechanism of hydrolytic decomposition of a series of 1,3-dialkyl-3-acyltriazenes were studied in alkaline buffers. In general the mechanism of decomposition involves deacylation leading to the formation of the parent 1,3-dialkyltriazene. The solvent deuterium isotope effect (k(H2O)/k(D2O)) is less than 1.0, indicating specific base catalysis. A plausible mechanistic explanation is rapid reversible attack by hydroxide ion, followed by rate-limiting heterolysis of the N(l)-acyl bond. The resultant, 1,3-dialkyltriazene is somewhat unstable under the reaction conditions and undergoes subsequent hydrolysis, a reaction previously shown to be specific acid-catalyzed. When the N(l) alkyl group is 2-chloroethyl, unusual products are obtained. For the 3-acetyl and 3-carbethoxy derivatives, the initial deacylation product, 1-(2-chloroethyl)-3-methyltriazene, efficiently cyclizes to form 1-methyltriazoline. The 3-(methylcarbamoyl) derivative does not deacylate, but instead undergoes dehydrohalogenation to 1-vinyl-3-methyl-3-(methylcarbamoyl)triazene.
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Cu: MVol.B4, 190, page 1870 - 1873
  作者：

  DOI：——

  日期：——