1,4-dimethyl-5-(methylimino)-4,5-dihydro-1H-tetrazole | 35151-69-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,4-dimethyl-5-(methylimino)-4,5-dihydro-1H-tetrazole
• 英文别名: 1,4-dimethyl-5-methylimino-1,4-dihydro-5H-tetrazole；(1,4-dimethyl-1,4-dihydro-tetrazol-5-ylidene)-methyl-amine；(1,4-Dimethyl-1,4-dihydro-tetrazol-5-yliden)-methyl-amin；1,4-Dimethyl-5-methylamino-tetrazol；N,1,4-trimethyltetrazol-5-imine
• CAS: 35151-69-0
• 化学式: C₄H₉N₅
• mdl: MFCD03413885
• 分子量: 127.149
• InChiKey: OIOKIQGRPPZKMB-UHFFFAOYSA-N

物化性质

• 熔点：
  52-53 °C
• 沸点：
  125.9±23.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,4-dimethyl-5-(methylimino)-4,5-dihydro-1H-tetrazole 生成 (1,2-dimethyldiaziridin-3-ylidene)(methyl)amine
  参考文献：
  名称：

  QUAST H.; BIEBER L., ANGEW. CHEM. , 1975, 87, NO 11, 422-423

  摘要：

  DOI：
• 作为产物：
  描述：

  1,4-Dimethyl-5-methylsulfanyltetrazol-1-ium;tetrafluoroborate 生成 1,4-dimethyl-5-(methylimino)-4,5-dihydro-1H-tetrazole
  参考文献：
  名称：

  QUAST H.; BIEBER L., ANGEW. CHEM. , 1975, 87, NO 11, 422-423

  摘要：

  DOI：

文献信息

• The photochemistry of 1,4-dihtdro-5h-tetrazole derivatives isolated in low-temperature matrices
  作者：Ian R. Dunkin、Charles J. Shields、Helmut Quast

  DOI：10.1016/0040-4020(89)80053-5

  日期：1989.1

  same diaziridinone obtained previously from solution photolysis, but it also underwent a novel cleavage to MeNCO and, presumably, methyl azide. Iminotetrazolines () and () gave the corresponding carbodiimides () and (), and iminodiaziridines () and (); while the tetrazolinethiones () and () gave carbodiimides () and (), respectively. Photolysis of the vinyl substituted tetrazolinone () proceeded differently

  六种1,4-二氢-5-四唑（四唑啉）衍生物已在12 K的Ar和N 2基质中进行了光解。对MeNCO和大概是叠氮化物的新裂解。亚氨基四唑啉（）和（）得到相应的碳二亚胺（）和（）以及亚氨基二氮丙啶（）和（）；而四唑啉酮（）和（）分别得到碳二亚胺（）和（）。乙烯基取代的四唑啉酮的光解（）在惰性环境温度溶液和低温基质中的处理方式有所不同。在前者中，咪唑酮（）是唯一可分离的产物，而在后者中，二叠氮酮（）的形成与另一种裂解反应竞争，从而得到异氰酸丁酯和叠氮化乙烯基。这些结果最好在中间双基的基础上解释，但是，矩阵ir无法直接检测到。光谱学。
• Iminodiaziridines by Regio- and Stereoselective Cyclization of Diastereomeric Singlet Triazatrimethylenemethane Diradicals Generated Through Photolysis of 5-Imino-4,5-dihydro-1<i>H</i>-tetrazoles
  作者：Helmut Quast、Lothar W. Bieber

  DOI：10.1021/jo702697f

  日期：2008.5.1

  1,4-Dialkyl-5-(N-alkylimino)-4,5-dihydro-1H-tetrazoles were prepared in high yields by deprotonation with sodium hydride of 1,4-dialkyl-5-(N-alkylamino)tetrazolium salts that were adorned with two or three different alkyl groups, including methyl, trideuteriomethyl, and tert-butyl groups. Direct irradiation (lambda > 255 nm) at -60 degrees C yielded molecular nitrogen and mixtures of 1,2-dialkyl-3-(N-alkylimino)diaziridines (83-87%) along with carbodiimides (13-17%) arising by 1,3-dipolar cycloreversion. The missing 1,3-dipoles, alkyl azides, did not survive photolysis. Each member of a pair of isotopomers and of a pair of isomers, and an iminodihydrotetrazole, whose three nitrogens were tagged, yielded a characteristic mixture of three isomeric iminodiaziridines that allowed the mode of formation to be deduced. The results are interpreted in terms of photodenitrogenation of the iminodihydrotetrazoles to furnish diastereomeric singlet triazatrimethylenemethane diradicals that retain the inherited configurations before ring closure to iminodiaziridines, presumably in two steps via mono-orthogonal diradicals.
• QUAST H.; BIEBER L., ANGEW. CHEM. <ANCE-AD>, 1975, 87, NO 11, 422-423
  作者：QUAST H.、 BIEBER L.

  DOI：——

  日期：——