3-chloro-3-(4-methoxyphenoxy)diazirine | 651306-42-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-chloro-3-(4-methoxyphenoxy)diazirine
• 英文别名: 3-Chloro-3-(4-methoxyphenoxy)-3H-diazirene
• CAS: 651306-42-2
• 化学式: C₈H₇ClN₂O₂
• 分子量: 198.609
• InChiKey: GTBAKGDDMWAKIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  43.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  丁炔二酸二乙酯 、 3-chloro-3-(4-methoxyphenoxy)diazirine 以 甲苯 为溶剂， 反应 15.0h， 以31%的产率得到triethyl 3,7-dichloro-1-ethoxy-3,5-bis(4-methoxyphenoxy)-8-oxatricyclo[3.2.1.0^2,4]oct-6-ene-2,4,6-tricarboxylate
  参考文献：
  名称：

  Interaction of Aryloxychlorocarbenes with Acetylenedicarboxylate:  Novel Formation of Polyfunctional Butadienes and 8-Oxatricyclo[3.2.1.0^2.4]oct-6-enes

  摘要：

  The interaction of aryloxychlorocarbenes with dialkyl acetylenedicarboxylates has been examined. Thermolyses of 3-aryloxy-3-chlorodiazirines in the presence of acetylenedicarboxylate resulted in the formation of unexpected polyfunctional 1,3-butadienes and 8-oxatricyclo[3.2.1.0(2.4)]oct-6-enes or of 2-aryoxycarbonylmaleates dependent upon reaction conditions. This work confirmed the nucleophilicity of aryloxychlorocarbenes and underlined their synthetic potential.

  DOI：

  10.1021/jo0501792

文献信息

• Interaction of Aryloxychlorocarbenes with Acetylenedicarboxylate:  Novel Formation of Polyfunctional Butadienes and 8-Oxatricyclo[3.2.1.0^2.4]oct-6-enes
  作者：Ying Cheng、Qing Zhu、Quan Song Li、Otto Meth-Cohn

  DOI：10.1021/jo0501792

  日期：2005.6.1

  The interaction of aryloxychlorocarbenes with dialkyl acetylenedicarboxylates has been examined. Thermolyses of 3-aryloxy-3-chlorodiazirines in the presence of acetylenedicarboxylate resulted in the formation of unexpected polyfunctional 1,3-butadienes and 8-oxatricyclo[3.2.1.0(2.4)]oct-6-enes or of 2-aryoxycarbonylmaleates dependent upon reaction conditions. This work confirmed the nucleophilicity of aryloxychlorocarbenes and underlined their synthetic potential.