3,5-di(2-propenyl)-6-phenyl-1,3,5-triazine-2,4-dione | 62221-01-6

• 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: 3,5-di(2-propenyl)-6-phenyl-1,3,5-triazine-2,4-dione
• 英文别名: 1,3-Diallyl-6-phenyl-1,2,3,4-tetrahydro-2,4-dioxo-1,3,5-triazin；1,3-diallyl-6-phenyl-1H-[1,3,5]triazine-2,4-dione；6-phenyl-1,3-bis(prop-2-enyl)-1,3,5-triazine-2,4-dione
• CAS: 62221-01-6
• 化学式: C₁₅H₁₅N₃O₂
• 分子量: 269.303
• InChiKey: MMCIETHOKIDWQE-UHFFFAOYSA-N

物化性质

• 熔点：
  105-106 °C
• 沸点：
  370.7±45.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  53
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,4-二羟基-6-苯基-1,3,5-三嗪 、 3-溴丙烯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以80.2%的产率得到3,5-di(2-propenyl)-6-phenyl-1,3,5-triazine-2,4-dione
  参考文献：
  名称：

  Synthesis and crystal structure of 3,5-di(2-propenyl)-6-phenyl-1,3,5-triazine-2,4-dione and 2-dimethylamino-4-ethoxycarbonylmethoxy-6-phenyl-1,3,5-triazine

  摘要：

  The title compound 3,5-di(2-propenyl)-6-phenyl-1,3,5-triazine-2,4-dione has been synthesized by the reaction of 6-phenyl-1,3,5-triazine-2,4-dione with allyl bromide. Its structure was determined by X-ray single crystal diffraction. The crystal belongs to orthorhombic, space group Pbca with the following crystallographic parameters: a = 16.282(4) Angstrom, b = 8.888(2) Angstrom, c = 19.281(5) Angstrom, alpha = 90degrees, beta = 90degrees, gamma = 90degrees, mu = 0.088 mm(-1), V = 2790.1(13) Angstrom(3), z = 8, Dx = 1.282 mg/m(3), F(000) = 1136, T = 293(2) K, 2.11degrees less than or equal to theta less than or equal to 25.02degrees, the final R factor: R-1 = 0.0430, wR(2) = 0.0981. The X-ray results demonstrate that the reaction of 6-phenyl-1,3,5-triazine-2,4-dione with allyl bromide in the presence of N,N-dimethylformamide and potassium carbonate yields the N-alkylated product. The title compound 2-dimethylamino-4-ethoxycarbonylmethoxy-6-phenyl-1,3,5-triazine has been synthesized by a new reaction, in which the solvent N, N-dimethylformamide involves. Its structure was determined by X-ray single crystal diffraction. The crystal belongs to triclinic, space group P-1 with the following crystallographic parameters: a = 7.977(2) Angstrom, b = 10.394(3) Angstrom, c = 10.837(3) Angstrom, alpha = 111.774(5)degrees, beta = 104.050(5)degrees, gamma = 99.446(5)degrees, mu = 0.093 mm(-1), V = 776.6(4) Angstrom(3), z = 2, Dx = 1.293 mg/m(3), F(000) = 320, T = 293(2) K, 2.14degrees less than or equal to theta less than or equal to 25.03, the final R factor: R-1 = 0.0582, wR(2) = 0.1399. The distance of N(4)-C(2) (1.339 Angstrom) is much shorter than the length of normal C-N (1.47 Angstrom) and very close to that of C=N (1.33 Angstrom), which is indicative of the significant double bond character.

  DOI：

  10.1023/b:jocc.0000014685.89020.15