2-bromo-1-(4-nitrophenyl)propan-1-ol

• 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-bromo-1-(4-nitrophenyl)propan-1-ol
• 英文别名: 2-Bromo-2-nitro-1-(4-nitrophenyl)ethanol
• 化学式: C₈H₇BrN₂O₅
• 分子量: 291.058
• InChiKey: SJFOKQBIFNZEPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  112
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  溴代硝基甲烷 、 对硝基苯甲醛 在 N,N-二异丙基乙胺 作用下， 以 乙醇 为溶剂， 生成 2-bromo-1-(4-nitrophenyl)propan-1-ol
  参考文献：
  名称：

  A catalytic highly enantioselective direct synthesis of 2-bromo-2-nitroalkan-1-ols through a Henry reaction

  摘要：

  高度对映异构富集的2-溴-2-硝基烷-1-醇是通过脂肪族和芳香族醛与溴硝基甲烷在催化量的醋酸铜(II)和一种C1对称的樟脑衍生的氨基吡啶配体存在下直接缩合制备的。

  DOI：

  10.1039/b809739a

文献信息

• Protein-Mediated Nitroaldol Addition in Aqueous Media. Catalytic Promiscuity or Unspecific Catalysis?
  作者：Eduardo Busto、Vicente Gotor-Fernández、Vicente Gotor

  DOI：10.1021/op100130c

  日期：2011.1.21

  A high efficient and environmentally friendly procedure for the production of aromatic and heteroaromatic beta-nitroalcohols has been developed. This synthetic approach involves the condensation of an appropriate aldehyde with 1-nitroalkanes in aqueous media using as catalyst the inexpensive carrier protein Bovine serum albumin (BSA). According to the experimental data, the Henry reaction between aromatic aldehydes and nitroalkanes in aqueous media proceeds by unspecific protein catalysis rather than catalytic promiscuity. By proper choice of the reaction conditions, the corresponding nitroalcohols were obtained in yields up to 91% at 30 degrees C. Catalyst recycling and scale-up of the reactions have been considered as important factors, in order to show this methodology as a valuable synthetic approach.
• A catalytic highly enantioselective direct synthesis of 2-bromo-2-nitroalkan-1-ols through a Henry reaction
  作者：Gonzalo Blay、Victor Hernández-Olmos、José R. Pedro

  DOI：10.1039/b809739a

  日期：——

  Highly enantiomerically enriched 2-bromo-2-nitroalkan-1-ols are prepared by direct condensation of aliphatic and aromatic aldehydes with bromonitromethane in the presence of a catalytic amount of copper(II) acetate and a C1-symmetric camphor-derived amino pyridine ligand.

  高度对映异构富集的2-溴-2-硝基烷-1-醇是通过脂肪族和芳香族醛与溴硝基甲烷在催化量的醋酸铜(II)和一种C1对称的樟脑衍生的氨基吡啶配体存在下直接缩合制备的。