1-(2-溴-5-羟基苯基)乙酮 | 1127422-81-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(2-溴-5-羟基苯基)乙酮
• 英文名称: 2-bromo-5-hydroxyacetophenone
• 英文别名: 6-bromo-3-hydroxyacetophenone；3-acetyl-4-bromophenol；1-(2-Bromo-5-hydroxyphenyl)ethanone
• CAS: 1127422-81-4
• 化学式: C₈H₇BrO₂
• 分子量: 215.046
• InChiKey: ZZCFCXHCWBGEDV-UHFFFAOYSA-N

物化性质

• 沸点：
  332.7±32.0 °C(Predicted)
• 密度：
  1.586±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  肼基二硫代甲酸甲酯 、 1-(2-溴-5-羟基苯基)乙酮 生成 S-methyl-β-N-(2-bromo-5-hydroxyphenyl)methylenedithiocarbazate
  参考文献：
  名称：

  Sengupta, S. K.; Sahni, S. K.; Kapoor, R. N., Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1980, vol. 19, # 8, p. 810 - 812

  摘要：

  DOI：
• 作为产物：
  描述：

  3-羟基苯乙酮 在 1,3-di-n-butyl-1H-imidazol-3-ium tribromide 作用下， 反应 0.17h， 以91%的产率得到1-(2-溴-5-羟基苯基)乙酮
  参考文献：
  名称：

  Aromatic bromination of aldehydes and ketones using 1,3-di-n-butylimidazolium tribromide [BBIm]Br3 ionic liquids under solvent-free conditions

  摘要：

  An environmentally benign and efficient process for the preparation of monobromo derivatives of aryl aldehydes and ketones was developed by simple and practical reactions of aryl aldehydes or ketones with 1,3-di-n-butylimidazolium tribromide ([BBIm]Br-3), as a brominating reagent under solvent-free conditions in very high yields. The process has several advantages: high conversions, short reaction time, mild reaction conditions, simple workup with good to quantitative yields and re-usable ionic liquid.

  DOI：

  10.1007/bf03249087

文献信息

• Boron–dibenzopyrromethene-based organic dyes for application in dye-sensitized solar cells
  作者：Yuji Kubo、Daichi Eguchi、Asaki Matsumoto、Ryuhei Nishiyabu、Hidenori Yakushiji、Koichiro Shigaki、Masayoshi Kaneko

  DOI：10.1039/c3ta15340a

  日期：——

  Novel boron–dibenzopyrromethene dyes with thienyl-cyanoacrylic acid units were synthesized and characterized for application in dye-sensitized solar cells (DSSCs).

  合成并表征了一种含有噻吩基-氰基丙烯酸单元的新型硼-二苯并呋喃染料，用于染料敏化太阳能电池（DSSCs）的应用。
• An efficient, rapid, and regioselective bromination of anilines and phenols with 1-butyl-3-methylpyridinium tribromide as a new reagent/solvent under mild conditions
  作者：Sanjay P. Borikar、Thomas Daniel、Vincent Paul

  DOI：10.1016/j.tetlet.2008.12.053

  日期：2009.3

  1-Butyl-3-methylpyridinium tribromide, [BMPy]Br-3 proves to be a highly efficient, regioselective reagent/solvent for nuclear bromination of various anilines and phenols. The synthesis and characterization of the room temperature ionic liquid [BMPy]Br-3 (2) is described. The bromination was carried out in the absence of organic solvents and in most cases the only extraction solvent needed was water. The spent 1-butyl-3-methylpyridinium bromide (1) was easily recycled. (C) 2008 Elsevier Ltd. All rights reserved.
• Facile p-toluenesulfonic acid-promoted para-selective monobromination and chlorination of phenol and analogues
  作者：Pakorn Bovonsombat、Rameez Ali、Chiraphorn Khan、Juthamard Leykajarakul、Kawin Pla-on、Suraj Aphimanchindakul、Natchapon Pungcharoenpong、Nisit Timsuea、Anchalee Arunrat、Napat Punpongjareorn

  DOI：10.1016/j.tet.2010.06.041

  日期：2010.8

  para-Regioselective bromination of phenol and analogues, promoted by p-toluenesulfonic acid, is achieved in high to excellent yields at room temperature with N-bromosuccinimide. Chlorination with N-chlorosuccinimide and catalysed by p-toluenesulfonic acid also gives para-chlorinated phenol analogues in good yields at room temperature. (C) 2010 Elsevier Ltd. All rights reserved.
• COMPOUNDS FOR THE TREATMENT OF INFLAMMATORY DISEASES
  申请人：Wong Michael K.C.

  公开号：US20110288077A1

  公开（公告）日：2011-11-24

  This invention relates to compounds of the Formula (I)-(IX):, as defined herein, or a pharmaceutically acceptable salt, solvate or ester thereof, which can be useful for the treatment of diseases or conditions mediated by MMPs, ADAMs, TACE, aggrecanase, TNF-α combinations thereof.
• US8450355B2
  申请人：——

  公开号：US8450355B2

  公开（公告）日：2013-05-28