[2-(hydroxyamino)-4-(trifluoromethyl)phenyl]acetonitrile

• 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-(hydroxyamino)-4-(trifluoromethyl)phenyl]acetonitrile
• 英文别名: 2-(Hydroxyamino)-4-(trifluoromethyl)benzeneacetonitrile；2-[2-(hydroxyamino)-4-(trifluoromethyl)phenyl]acetonitrile
• 化学式: C₉H₇F₃N₂O
• 分子量: 216.163
• InChiKey: ABSAUGGMMGCWFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  56
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-硝基-4-(三氟甲基)苯乙腈 在 palladium on activated charcoal 四(三苯基膦)钯 、 氢气 作用下， 以 溶剂黄146 、 乙酸乙酯 为溶剂， 20.0 ℃ 、101.32 kPa 条件下， 以33%的产率得到[2-(hydroxyamino)-4-(trifluoromethyl)phenyl]acetonitrile
  参考文献：
  名称：

  Synthesis and reactivity of N-hydroxy-2-aminoindoles

  摘要：

  Catalytic hydrogenation of (2-nitrophenyl)acetonitriles bearing an electron-withdrawing substituent alpha to the nitrile, using Pd/C and (Ph3P)(4)Pd, affords N-hydroxy-2-aminoindoles in good to excellent yields. (Ph3P)4Pd decreases the reduction rate of the intermediate hydroxylamine and acts as a catalyst during the cyclization onto the nitrile. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.10.165

文献信息

• Synthesis and reactivity of N-hydroxy-2-aminoindoles
  作者：Michel Belley、Effiette Sauer、Daniel Beaudoin、Petar Duspara、Laird A. Trimble、Pascal Dubé

  DOI：10.1016/j.tetlet.2005.10.165

  日期：2006.1

  Catalytic hydrogenation of (2-nitrophenyl)acetonitriles bearing an electron-withdrawing substituent alpha to the nitrile, using Pd/C and (Ph3P)(4)Pd, affords N-hydroxy-2-aminoindoles in good to excellent yields. (Ph3P)4Pd decreases the reduction rate of the intermediate hydroxylamine and acts as a catalyst during the cyclization onto the nitrile. (c) 2005 Elsevier Ltd. All rights reserved.