1,2,4,5-三噁嗪,二氢-3,5,6-三苯基-,反- | 122744-69-8

• 分子结构分类: 有机化合物 - 苯类化合物 - N-苯基羟胺
• 中文名称: 1,2,4,5-三噁嗪,二氢-3,5,6-三苯基-,反-
• 英文名称: 1,2,4,5-Trioxazine, dihydro-3,5,6-triphenyl-, trans-
• 英文别名: trans-Dihydro-3,5,6-triphenyl-1,2,4,5-trioxazine
• CAS: 122744-69-8；139632-89-6
• 化学式: C₂₀H₁₇NO₃
• 分子量: 319.36
• InChiKey: SHHXINZESAXMPZ-WOJBJXKFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.78
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  30.93
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  (E)-(2-methoxyvinyl)benzene 、 C,N-diphenylnitrone 在 臭氧 作用下， 以 二氯甲烷 为溶剂， 以16%的产率得到苯甲醛
  参考文献：
  名称：

  Synthesis and x-ray analysis of dihydro-1,2,4,5-trioxazine. Evidence of a stepwise mechanism for the [3 + 3] cycloaddition of carbonyl oxides with nitrones

  摘要：

  Carbonyl oxides, derived by ozonolysis of vinyl ethers, readily undergo [3 + 3] cycloaddition reactions with nitrones affording dihydro-1,2,4,5-trioxazines in fair to excellent yield. The structures of dihydro-3,5,6-triphenyl-1,2,4,5-trioxazine (5f) and dihydro-3-cyclohexyl-5-methyl-6,6-diphenyl-1,2,4,5-trioxazine (5t) were unambiguously determined by X-ray analysis. Ozonolysis of 1-cyclohexyl-2-methoxyethene in the presence of either (E)- or (Z)-alpha-(4-methylphenyl)-alpha-phenyl-N-methylnitrone gave a 1:1 mixture of two stereoisomeric cycloadducts. This result, in conjunction with the structure of the relevant 5t, suggests that the [3 + 3] cycloaddition proceeds by a stepwise mechanism.

  DOI：

  10.1021/jo00034a018