ethyl (2-chloro-1,1,1-trifluoro-2-propyl)azocarboxylate

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: ethyl (2-chloro-1,1,1-trifluoro-2-propyl)azocarboxylate
• 英文别名: ethyl (NE)-N-(2-chloro-1,1,1-trifluoropropan-2-yl)iminocarbamate
• 化学式: C₆H₈ClF₃N₂O₂
• 分子量: 232.59
• InChiKey: HNKWBFTWTHALOL-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  51
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  苦味酸 、 丙腈 、 ethyl (2-chloro-1,1,1-trifluoro-2-propyl)azocarboxylate 在 氯化锑(V) 作用下， 以 二氯甲烷 、 甲醇 为溶剂， 以82%的产率得到3-ethyl-1-methyl-5-(trifluoromethyl)-1H-1,2,4-triazolium picrate
  参考文献：
  名称：

  A Facile Approach To 5-Trifluoromethylated 1,2,4-Triazole Derivatives

  摘要：

  Ethyl (1,1,1-trifluoro-2-propylidene)carbazate is converted with tert-butyl hypochlorite to the 2-chloro-1,1,1-trifluoro-2-propyl azo compound 2, which reacts with antimony pentachloride to produce the trifluoromethylated 1-aza-2-azoniaallene salt 3 as a highly reactive intermediate. The cation 3 is employed as a CF3-containing synthon for the preparation of the 5-trifluoromethylated 1H-1,2,4-triazolium picrates 6a-e.

  DOI：

  10.1080/00397910008087047
• 作为产物：
  描述：

  ethyl (1,1,1-trifluoro-2-propylidene)carbazate 在 次氯酸叔丁酯 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以96%的产率得到ethyl (2-chloro-1,1,1-trifluoro-2-propyl)azocarboxylate
  参考文献：
  名称：

  A Facile Approach To 5-Trifluoromethylated 1,2,4-Triazole Derivatives

  摘要：

  Ethyl (1,1,1-trifluoro-2-propylidene)carbazate is converted with tert-butyl hypochlorite to the 2-chloro-1,1,1-trifluoro-2-propyl azo compound 2, which reacts with antimony pentachloride to produce the trifluoromethylated 1-aza-2-azoniaallene salt 3 as a highly reactive intermediate. The cation 3 is employed as a CF3-containing synthon for the preparation of the 5-trifluoromethylated 1H-1,2,4-triazolium picrates 6a-e.

  DOI：

  10.1080/00397910008087047

文献信息

• A Facile Approach To 5-Trifluoromethylated 1,2,4-Triazole Derivatives
  作者：Quanrui Wang、Xianjun Liu、Fenggang Tao、Chengzhi Zhang

  DOI：10.1080/00397910008087047

  日期：2000.12

  Ethyl (1,1,1-trifluoro-2-propylidene)carbazate is converted with tert-butyl hypochlorite to the 2-chloro-1,1,1-trifluoro-2-propyl azo compound 2, which reacts with antimony pentachloride to produce the trifluoromethylated 1-aza-2-azoniaallene salt 3 as a highly reactive intermediate. The cation 3 is employed as a CF3-containing synthon for the preparation of the 5-trifluoromethylated 1H-1,2,4-triazolium picrates 6a-e.