N-(2-Pentafluorophenyloxy-phenyl)-acetamide | 90251-12-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2-Pentafluorophenyloxy-phenyl)-acetamide
• 英文别名: N-[2-(Pentafluorophenoxy)phenyl]acetamide；N-[2-(2,3,4,5,6-pentafluorophenoxy)phenyl]acetamide
• CAS: 90251-12-0
• 化学式: C₁₄H₈F₅NO₂
• 分子量: 317.215
• InChiKey: OPXADNLUVGABST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-(2-Pentafluorophenyloxy-phenyl)-acetamide 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以20%的产率得到1-(1,2,3,4-Tetrafluoro-phenoxazin-10-yl)-ethanone
  参考文献：
  名称：

  Studies of transformations of 4-X-2,3,5,6-tetrafluoro-2?-aminosubstituted diphenyl ethers in DMF

  摘要：

  The rate of cyclization of pentafluoro- (1) and 4-Cl-2,3,5,6-tetrafluoro-2'-NHY-diphenyl ethers (2a, Y=Ac; 2b, Y=H; 2c, Y=Me) to form phenoxazines on refluxing in DMF increases with an increase in the nucleophilicity of the amino group. The cyclization of the N-acetyl derivative 2a is followed by the Smiles rearrangement, whereas the transformation of ethers 2b and c, containing free amino and N-methylamino groups, respectively, includes mainly an attack on the amino group at the ortho-position of the fluorinated ring. In the case of ether 2c, introduction of K2CO3 into the reaction mixture results in cyclization with the Smiles rearrangement.

  DOI：

  10.1007/bf00704198
• 作为产物：
  描述：

  2-(2,3,4,5,6-五氟苯氧基)苯胺 、 乙酰氯 以80%的产率得到
  参考文献：
  名称：

  MIXALINA, T. V.;KOLCHINA, E. F.;GERASIMOVA, T. N.;FOKIN, E. P., IZV. CO AN CCCP. CEP. XIM. N., 1984, N 2/1, 113-115

  摘要：

  DOI：

文献信息

• Studies of transformations of 4-X-2,3,5,6-tetrafluoro-2?-aminosubstituted diphenyl ethers in DMF
  作者：E. F. Kolchina、T. N. Gerasimova

  DOI：10.1007/bf00704198

  日期：1993.6

  The rate of cyclization of pentafluoro- (1) and 4-Cl-2,3,5,6-tetrafluoro-2'-NHY-diphenyl ethers (2a, Y=Ac; 2b, Y=H; 2c, Y=Me) to form phenoxazines on refluxing in DMF increases with an increase in the nucleophilicity of the amino group. The cyclization of the N-acetyl derivative 2a is followed by the Smiles rearrangement, whereas the transformation of ethers 2b and c, containing free amino and N-methylamino groups, respectively, includes mainly an attack on the amino group at the ortho-position of the fluorinated ring. In the case of ether 2c, introduction of K2CO3 into the reaction mixture results in cyclization with the Smiles rearrangement.
• MIXALINA, T. V.;KOLCHINA, E. F.;GERASIMOVA, T. N.;FOKIN, E. P., IZV. CO AN CCCP. CEP. XIM. N., 1984, N 2/1, 113-115
  作者：MIXALINA, T. V.、KOLCHINA, E. F.、GERASIMOVA, T. N.、FOKIN, E. P.

  DOI：——

  日期：——