(E)-1-(methoxy-NNO-azoxy)-2-(1-naphthyl)ethene | 1443433-72-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (E)-1-(methoxy-NNO-azoxy)-2-(1-naphthyl)ethene
• 英文别名: (Z)-2-methoxy-1-[(E)-2-(naphthalen-1-yl)ethenyl]diazene 1-oxide；(Z)-methoxyimino-[(E)-2-naphthalen-1-ylethenyl]-oxidoazanium
• CAS: 1443433-72-4
• 化学式: C₁₃H₁₂N₂O₂
• 分子量: 228.25
• InChiKey: DZLIJWSVSKAZSV-WHCIUJLISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  50.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,7-dimethyl-1,7-dioxa-2,3,5,6-tetraaza-2,5-heptadiene 3,5-dioxide 、 (氯甲基)萘 在 苄基三乙基氯化铵 、 sodium hydroxide 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 0.67h， 以55%的产率得到(E)-1-(methoxy-NNO-azoxy)-2-(1-naphthyl)ethene
  参考文献：
  名称：

  Synthesis of E-1-(alkoxy-NNO-azoxy)-2-arylethenes by the reaction of bis(alkoxy-NNO-azoxy)methanes with benzyl halides under conditions of phase-transfer catalysis

  摘要：

  Reaction of bis(methoxy- and ethoxy-NNO-azoxy)methane with benzyl halides and alkali under the conditions of a phase-transfer catalysis furnishes in one stage E-1-(alkoxy-NNO-azoxy)-2-arylethene in 21-55% yields. The intermediate products, 1,1-bis(alkoxy-NNO-azoxy)-2-arylethanes under the action of alkali eliminate one of the two alkoxy-NNO-azoxy groups with the formation of a double bond. The optimum solvent is DMSO, and as benzyl halides, benzyl chlorides. In the case of 4-bromobenzyl bromide a formation was found of a side bisbenzylation product, 1,3-bis(4-bromophenyl)-2,2-bis(methoxy-NNO-azoxy)propane.

  DOI：

  10.1134/s1070428013050072

文献信息

• Synthesis of E-1-(alkoxy-NNO-azoxy)-2-arylethenes by the reaction of bis(alkoxy-NNO-azoxy)methanes with benzyl halides under conditions of phase-transfer catalysis
  作者：I. N. Zyuzin

  DOI：10.1134/s1070428013050072

  日期：2013.5

  Reaction of bis(methoxy- and ethoxy-NNO-azoxy)methane with benzyl halides and alkali under the conditions of a phase-transfer catalysis furnishes in one stage E-1-(alkoxy-NNO-azoxy)-2-arylethene in 21-55% yields. The intermediate products, 1,1-bis(alkoxy-NNO-azoxy)-2-arylethanes under the action of alkali eliminate one of the two alkoxy-NNO-azoxy groups with the formation of a double bond. The optimum solvent is DMSO, and as benzyl halides, benzyl chlorides. In the case of 4-bromobenzyl bromide a formation was found of a side bisbenzylation product, 1,3-bis(4-bromophenyl)-2,2-bis(methoxy-NNO-azoxy)propane.