(Z)-α-(4-Methylphenyl)-α-phenyl-N-methylnitrone | 42449-48-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (Z)-α-(4-Methylphenyl)-α-phenyl-N-methylnitrone
• 英文别名: 4-methyl-benzophenone-α oxime N-methyl ether；Niedrigerschmelzender Phenyl-p-tolyl-ketoxim-N-methylaether；4-Methyl-benzophenon-α-oxim-N-methylaether；(Z)-N-Methyl-α-(p-tolyl)-α-phenylnitron；N-methyl-1-(4-methylphenyl)-1-phenylmethanimine oxide
• CAS: 42449-48-9；42449-50-3；65032-62-4
• 化学式: C₁₅H₁₅NO
• 分子量: 225.29
• InChiKey: PRGXGVIBEDGHQL-NXVVXOECSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.97
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  26.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (Z)-α-(4-Methylphenyl)-α-phenyl-N-methylnitrone 、 trans-2-cyclohexyl-1-methoxyethylene 在 臭氧 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 以94%的产率得到(α-Methoxycyclohexyl)methyl hydroperoxide
  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
• 作为产物：
  描述：

  (Z)-phenyl(p-tolyl)methanone oxime 、 硫酸二甲酯 在 alkali 作用下， 生成 (Z)-α-(4-Methylphenyl)-α-phenyl-N-methylnitrone
  参考文献：
  名称：

  Brady; Chokshi, Journal of the Chemical Society, 1929, p. 2273

  摘要：

  DOI：