2-hydroxy-1-(2-nitrophenyl)ethanone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-hydroxy-1-(2-nitrophenyl)ethanone
• 英文别名: 2-Hydroxy-2'-nitroacetophenone
• 化学式: C₈H₇NO₄
• 分子量: 181.148
• InChiKey: GWFBKWHPRHMWGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  邻苯二胺 、 2-hydroxy-1-(2-nitrophenyl)ethanone 在 air 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以45%的产率得到2-(2-nitrophenyl)quinoxaline
  参考文献：
  名称：

  2-羟基苯乙酮的直接好氧氧化反应

  摘要：

  开发了2-羟基苯乙酮的无金属和无外部氧化剂的好氧氧化反应。该反应是基于有氧形成少量的2-酮醛的平衡量。邻苯二甲酰，喹喔啉，α-酮酰胺和烯烃可以直接从醇类以中等到良好的产率形成。DIPEA =二异丙基乙胺。

  DOI：

  10.1002/ejoc.201700909
• 作为产物：
  描述：

  2-溴-2′-硝基苯乙酮 在 silver nitrate 作用下， 以20%的产率得到2-hydroxy-1-(2-nitrophenyl)ethanone
  参考文献：
  名称：

  Microbial transformation of 2-hydroxy and 2-acetoxy ketones with Geotrichum sp.

  摘要：

  Biotransformation of a series of o-, m- and p- substituted alpha-hydroxy - and alpha-acetoxyphenylethanones 1a-h and 9a-g with Geotrichum sp. led to the corresponding 1,2-diols 2 and/or monoacetates 10 in moderate to excellent enantiomeric excesses. alpha-Hydroxy- and alpha-acetoxyphenylethanones and their m- and p-derivatives gave preponderantly the S-configuration products while in the case of the o-derivatives R-alcohol was provided as the major enantiomer. The results of stereoselectivity were discussed. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00023-7

文献信息

• PHOTOLABILE ‘CAGED’ FATTY ACIDS CONTAINING A 1-(2′-NITROPHENYL)-1,2-ETHANEDIOL MOIETY
  作者：Xia Jie、Huang Xupei、R Sreekumar、Jeffery W Walker

  DOI：10.1016/s0960-894x(97)00199-6

  日期：1997.5
• Direct Aerobic Oxidative Reactions of 2-Hydroxyacetophenones
  作者：Subas Chandra Sahoo、Utpal Nath、Subhas Chandra Pan

  DOI：10.1002/ejoc.201700909

  日期：2017.8.17

  Metal-free and external-oxidant-free aerobic oxidative reactions of 2-hydroxyacetophenones are developed. The reactions are based on the aerobic formation of small equilibrium quantities of 2-keto aldehydes. Phthalides, quinoxalines, α-keto amides, and olefins can be formed in moderate to good yields directly from alcohols. DIPEA = diisopropylethylamine.

  开发了2-羟基苯乙酮的无金属和无外部氧化剂的好氧氧化反应。该反应是基于有氧形成少量的2-酮醛的平衡量。邻苯二甲酰，喹喔啉，α-酮酰胺和烯烃可以直接从醇类以中等到良好的产率形成。DIPEA =二异丙基乙胺。
• Microbial transformation of 2-hydroxy and 2-acetoxy ketones with Geotrichum sp.
  作者：Zhi-Liang Wei、Guo-Qiang Lin、Zu-Yi Li

  DOI：10.1016/s0968-0896(00)00023-7

  日期：2000.5

  Biotransformation of a series of o-, m- and p- substituted alpha-hydroxy - and alpha-acetoxyphenylethanones 1a-h and 9a-g with Geotrichum sp. led to the corresponding 1,2-diols 2 and/or monoacetates 10 in moderate to excellent enantiomeric excesses. alpha-Hydroxy- and alpha-acetoxyphenylethanones and their m- and p-derivatives gave preponderantly the S-configuration products while in the case of the o-derivatives R-alcohol was provided as the major enantiomer. The results of stereoselectivity were discussed. (C) 2000 Elsevier Science Ltd. All rights reserved.