2-(3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctanoylamino)benzoic acid | 144584-07-6

• 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: 2-(3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctanoylamino)benzoic acid
• CAS: 144584-07-6
• 化学式: C₁₅H₈F₁₃NO₃
• 分子量: 497.213
• InChiKey: WSUYLNMVLPQKKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 2-(3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctanoylamino)benzoic acid 反应 1.0h， 以50%的产率得到
  参考文献：
  名称：

  Etude du comportement de benzoxazinones, substituées en position 2 par des groupements (per)halogénés, vis-á-vis de l'aniline

  摘要：

  This study describes firstly the synthesis of benzoxazinones substituted in position 2 by halogenated groups such as -(CH2)n-R(F, Cl) where n = 0, 1 and 2 and R(F, Cl) is a perhalogenated group, and secondly the reaction of these new benzoxazinones with aniline, in different media.Thus it is shown that the behaviour of trifluoromethyl-2-benzoxazinone towards aniline is different, in most cases, in comparison with benzoxazinones substituted by perfluorinated groups CnF2n+1 with n = 2, 3 and 7. Under certain conditions (hot ethanol and aniline with triphenyl phosphite), it is observed that nucleophilic attack of aniline only occurs on the carbonyl group when benzoxazinones are substituted by an electron-withdrawing group such as C2F5, C3F7 and C7F15.

  DOI：

  10.1016/s0022-1139(00)82790-6
• 作为产物：
  描述：

  3,3,4,4,5,5,6,6,7,7,8,8,8-十三氟-1-辛醇 在 吡啶 、 chromium(VI) oxide 、 氯化亚砜 、 硫酸 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 2.0h， 生成 2-(3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctanoylamino)benzoic acid
  参考文献：
  名称：

  Etude du comportement de benzoxazinones, substituées en position 2 par des groupements (per)halogénés, vis-á-vis de l'aniline

  摘要：

  This study describes firstly the synthesis of benzoxazinones substituted in position 2 by halogenated groups such as -(CH2)n-R(F, Cl) where n = 0, 1 and 2 and R(F, Cl) is a perhalogenated group, and secondly the reaction of these new benzoxazinones with aniline, in different media.Thus it is shown that the behaviour of trifluoromethyl-2-benzoxazinone towards aniline is different, in most cases, in comparison with benzoxazinones substituted by perfluorinated groups CnF2n+1 with n = 2, 3 and 7. Under certain conditions (hot ethanol and aniline with triphenyl phosphite), it is observed that nucleophilic attack of aniline only occurs on the carbonyl group when benzoxazinones are substituted by an electron-withdrawing group such as C2F5, C3F7 and C7F15.

  DOI：

  10.1016/s0022-1139(00)82790-6

文献信息

• Synthesis of 2-[(Z)-1-hydropolyfluoro-1-alkenyl]-4H-3,1-benzoxazin-4-ones
  作者：Jin-Tao Liu、He-Jun Lü

  DOI：10.1016/s0022-1139(01)00456-0

  日期：2001.10

  N,N′-dicyclohexylcarbodiimide induced condensation of 2,2-dihydropolyfluoroalkanoic acid and anthranilic acid or its derivatives followed by a dehydrating ring-closure reaction in the presence of Ac2O gave 2-[(Z)-1-hydropolyfluoro-1-alkenyl]-4H-3,1-benzoxazin-4-ones in good to excellent yields.

  N，N′-二环己基碳二亚胺诱导2，2-二氢多氟链烷酸与邻氨基苯甲酸或其衍生物缩合，然后在Ac 2 O存在下进行脱水闭环反应，得到2-[（（Z））-1-氢多氟-1-烯基] -4H-3,1-苯并恶嗪-4-酮，收率为好至极好。