2-羟基-1-(3-硝基苯基)-1-乙酮 | 72802-41-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-羟基-1-(3-硝基苯基)-1-乙酮
• 英文名称: 2-hydroxy-1-(3-nitrophenyl)ethanone
• 英文别名: 2-hydroxy-5-nitroacetophenone；2-Hydroxy-1-(3-nitrophenyl)-1-ethanone
• CAS: 72802-41-6
• 化学式: C₈H₇NO₄
• 分子量: 181.148
• InChiKey: DQOFDYBDBHDTPG-UHFFFAOYSA-N

物化性质

• 熔点：
  88-90°C
• 沸点：
  297.0±15.0 °C(Predicted)
• 密度：
  1.390±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 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

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2914700090
• 储存条件：
  存储条件：2-8°C，密封，干燥，惰性气体

反应信息

• 作为反应物：
  描述：

  2-羟基-1-(3-硝基苯基)-1-乙酮 在 Geotrichum sp 、 水 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以84%的产率得到(S)-(+)-1-(3-nitrophenyl)-1,2-ethanediol
  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
• 作为产物：
  描述：

  2-(乙酰氧基)-1-(3-硝基苯基)-乙酮 在 硫酸 、 水 作用下， 生成 2-羟基-1-(3-硝基苯基)-1-乙酮
  参考文献：
  名称：

  Evans; Brooks, Journal of the American Chemical Society, 1908, vol. 30, p. 406

  摘要：

  DOI：

文献信息

• An Efficient Method for the Synthesis of α-Hydroxyalkyl Aryl Ketones
  作者：Guosheng Huang、Chengqun Chen、Xinghua Feng、Guozhen Zhang、Qin Zhao

  DOI：10.1055/s-0028-1083149

  日期：——

  of alkyl aryl ketones to Oxone®/trifluoroacetic anhydride in the presence of a catalytic amount of iodobenzene affords a-hydroxyalkyl aryl ketones in good yield. This method provides an effective and economical entry for the installation of α-hydroxy moieties into ketones and should find wide application in the construction of the α-hydroxy ketone subunit in natural product synthesis.

  在催化量的碘苯存在下将烷基芳基酮暴露于 Oxone®/三氟乙酸酐以良好的产率提供α-羟烷基芳基酮。该方法为将α-羟基部分安装到酮中提供了一种有效且经济的方法，并应在天然产物合成中构建α-羟基酮亚基中得到广泛应用。
• Molecular oxygen oxidative carbon-carbon bond cleavage of α-ketols catalysed by Bi(III) carboxylates
  作者：Véronique Le Boisselier、Christine Coin、Michèle Postel、Elisabet Dun̄ach

  DOI：10.1016/0040-4020(95)98696-f

  日期：1995.4

  Bi(III)-mandelate catalyses the oxidative carbon-carbon bond cleavage, by molecular oxygen, of a series of α-ketols into the corresponding carboxylic acids. The reaction is accelerated in the presence of DMSO.

  扁桃酸铋（III）通过分子氧催化一系列α-酮醇的氧化碳-碳键裂解，转化为相应的羧酸。在DMSO的存在下，反应被加速。
• Regioselective three-component synthesis of 1,2-diarylindoles from cyclohexanones, α-hydroxyketones and anilines under transition-metal-free conditions
  作者：Cheng Li、Yanjun Xie、Fuhong Xiao、Huawen Huang、Guo-Jun Deng

  DOI：10.1039/c9cc00943d

  日期：——

  A facile method for the one-pot synthesis of 1,2-diarylindoles under transition-metal-free conditions is described. Cyclohexanones were used as the aryl sources via the dehydrogenative aromatization process. One C–C and two C–N bonds were selectively formed via a domino reaction. This protocol provides a convenient approach for the construction of valuable bioactive 1,2-diarylindoles from readily available

  描述了一种在无过渡金属的条件下单罐合成1,2-二芳基吲哚的简便方法。环己酮通过脱氢芳构化过程用作芳基源。通过多米诺反应选择性地形成一个C–C和两个C–N键。该协议为从容易获得的环己酮，α-羟基酮和苯胺构建有价值的生物活性1,2-二芳基吲哚提供了便利的方法。
• Metal free synthesis of α-keto amides from 2-hydroxy acetophenones through domino alcohol oxidation–oxidative amidation reaction
  作者：Surya Srinivas Kotha、Govindasamy Sekar

  DOI：10.1016/j.tetlet.2015.09.053

  日期：2015.11

  An efficient method for the synthesis of α-keto amides using 2-iodoxybenzoic acid (IBX) promoted domino alcohol oxidation and oxidative amidation reaction sequence between 2-oxoalcohols and amines under metal-free conditions is developed. In this protocol, IBX is used as an oxidizing agent to synthesize the α-keto amides, which makes this methodology highly efficient, practical, and environmentally

  开发了一种在无金属条件下利用2-碘氧基苯甲酸（IBX）促进多米诺骨牌醇氧化和2-氧代醇与胺类之间的氧化酰胺化反应顺序合成α-酮酰胺的有效方法。在该协议中，IBX用作氧化剂来合成α-酮酰胺，这使该方法高效，实用且对环境无害。
• 3-SUBSTITUTED-1H-PYRROLO[2,3-B]PYRIDINE AND 3-SUBSTITUTED-1H-PYRROLO[3,2-B]PYRIDINE COMPOUNDS, THEIR USE AS MTOR KINASE AND PI3 KINASE INHIBITORS, AND THEIR SYNTHESES
  申请人：Tsou Hwei-Ru

  公开号：US20090298820A1

  公开（公告）日：2009-12-03

  The invention relates to 3-substituted-1H-pyrrolo[2,3-b]pyridine, and 3-substituted-1H-pyrrolo[3,2-b]pyridine compounds of the Formula 1: or a pharmaceutically acceptable salt thereof, wherein the constituent variables are as defined herein, compositions comprising the compounds, and methods for making and using the compounds.

  该发明涉及Formula 1中的3-取代-1H-吡咯[2,3-b]吡啶和3-取代-1H-吡咯[3,2-b]吡啶化合物，或其药学上可接受的盐，其中各组成变量如本文所定义，包括含有这些化合物的组合物，以及制备和使用这些化合物的方法。