2-azido-4,6-bis(dimethylamino)-1,3,5-triazine | 55338-66-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 2-azido-4,6-bis(dimethylamino)-1,3,5-triazine
• 英文别名: 2-azido-4,6-di(dimethylamino)-1,3,5-triazine；6-azido-N,N,N',N'-tetramethyl-[1,3,5]triazine-2,4-diamine；2-Azido-4,6-bis(dimethylamino)-1,3,5-triazin；4,6-Bis(dimethylamino)-2-azido-s-triazin；6-Azido-N~2~,N~2~,N~4~,N~4~-tetramethyl-1,3,5-triazine-2,4-diamine；6-azido-2-N,2-N,4-N,4-N-tetramethyl-1,3,5-triazine-2,4-diamine
• CAS: 55338-66-4
• 化学式: C₇H₁₂N₈
• 分子量: 208.226
• InChiKey: FYWRUCHRHCZVOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  59.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-azido-4,6-bis(dimethylamino)-1,3,5-triazine 在 一水合肼 作用下， 以68%的产率得到2-amino-4,6-bis(dimethylamino)-1,3,5-triazine
  参考文献：
  名称：

  Simmonds, Richard J.; Stevens, Malcolm F. G., Journal of the Chemical Society. Perkin transactions I, 1982, # 8, p. 1821 - 1826

  摘要：

  DOI：
• 作为产物：
  描述：

  N2,N2,N4,N4-四甲基-6-氯-1,3,5-三嗪-2,4-二胺 在 sodium azide 作用下， 以 溶剂黄146 为溶剂， 反应 1.0h， 生成 2-azido-4,6-bis(dimethylamino)-1,3,5-triazine
  参考文献：
  名称：

  Simmonds, Richard J.; Stevens, Malcolm F. G., Journal of the Chemical Society. Perkin transactions I, 1982, # 8, p. 1821 - 1826

  摘要：

  DOI：

文献信息

• Nitrene-carbene rearrangement during photolysis of 2-azido-1,3,5-triazines in argon matrices
  作者：S. V. Chapyshev

  DOI：10.1007/s11172-011-0352-z

  日期：2011.11

  It was shown using IR spectroscopy and ESR spectroscopy that UV irradiation of 2-azido-4,6-dichloro-1,3,5-triazine isolated in solid argon resulted in triplet 4,6-dichloro-1,3,5-tri-azinyl-2-nitrene (D = 1.384 cm−1, E = 0.004 cm−1), whose further photochemical transformation included the consecutive formation of 3-didehydro-1,2,4,6-tetraazepine, 2-chloro-1-diazochloromethyl-2-isocyanocarboimide, and presumably triplet 2-chloro-1-chloromethyl-idene-2-isocyanocarboimide and isocyanodichloroacetonitrile. The photolysis of 2-azido-4,6-dimethoxy-1,3,5-triazine and 2-azido-4,6-di(dimethylamino)-1,3,5-triazine affords photo-chemically stable triplet 4,6-dimethoxy-1,3,5-triazinyl-2-nitrene (D = 1.436 cm−1, E = 0.0044 cm−1) and 4,6-bis(dimethylamino)-1,3,5-triazinyl-2-nitrene (D = 1.468 cm−1, E = 0.0042 cm−1) as the final products.

  利用红外光谱和 ESR 光谱显示，紫外线照射固态氩气中分离出的 2-叠氮-4,6-二氯-1,3,5-三嗪，会产生三重 4,6-二氯-1,3,5-三嗪基-2-硝基苯乙烯（D = 1.384 cm-1，E = 0.004 cm-1），其进一步的光化学转化包括连续生成 3-二脱氢-1,2,4,6-四氮杂卓、2-氯-1-重氮氯甲基-2-异氰脲酰亚胺，以及推测的三重 2-氯-1-氯甲基-2-异氰脲酰亚胺和异氰基二氯乙腈。光解 2-叠氮-4,6-二甲氧基-1,3,5-三嗪和 2-叠氮-4,6-二（二甲基氨基）-1,3,5-三嗪可得到光化学性质稳定的三重 4,6-二甲氧基-1,3,5-三嗪基-2-硝基苯（D = 1.436 cm-1，E = 0.0044 cm-1）和 4,6-双（二甲基氨基）-1,3,5-三嗪基-2-芘（D = 1.468 cm-1，E = 0.0042 cm-1）作为最终产物。
• Zero-field splitting parameters of triplet nitreno-s-triazines: a new insight into the geometry of the nitrene centres of triplet and singlet nitrenes
  作者：Sergei V. Chapyshev

  DOI：10.1070/mc2002v012n06abeh001683

  日期：2002.1

  The zero-field splitting parameters of triplet nitreno-s-triazines indicate that triplet and singlet nitrenes have sp(3) and sp(2) hybridization of the nitrene centres, respectively.
• Effect of spin density on the photochemical stability of aromatic nitrenes
  作者：Sergei V. Chapyshev

  DOI：10.1070/mc2003v013n02abeh001722

  日期：2003.1

  FTIR studies and UB3LYP/6-31G* calculations showed that triplet nitreno-1,3,5-triazines with zero-field splitting D-parameters of --tD/hc\ > 1.40 cm(-1) and spin populations on the nitrene centres of rho(N) > 1.77 are photochemically very stable and do not rearrange into ring-expanded products on photolysis in cryogenic matrices.
• Unusual reaction of cyanoacetic acid esters with sym-triazine monoazides
  作者：A. A. Chesnyuk、S. N. Mikhailichenko、V. N. Zaplishny、L. D. Konyushkin、S. I. Firgang

  DOI：10.1007/s10593-006-0191-2

  日期：2006.7
• Formation of nitro-1,3,5-triazines upon the photolysis of azido-1,3,5-triazines in the presence of molecular oxygen
  作者：T. A. Andreeva、V. P. Krivopalov、V. I. Eroshkin、V. P. Mamaev

  DOI：10.1007/bf00956396

  日期：1987.5