2-[3'-nitro(bromobenzyl)]benzoic acid | 632340-69-3

• 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-[3'-nitro(bromobenzyl)]benzoic acid
• 英文别名: Benzoic acid,2-[bromo(3-nitrophenyl)methyl]-；2-[bromo-(3-nitrophenyl)methyl]benzoic acid
• CAS: 632340-69-3
• 化学式: C₁₄H₁₀BrNO₄
• 分子量: 336.142
• InChiKey: DYKCKVPTFBCKAM-UHFFFAOYSA-N

物化性质

• 熔点：
  167-170 °C
• 沸点：
  472.4±45.0 °C(Predicted)
• 密度：
  1.622±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 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：

  2-[3'-nitro(bromobenzyl)]benzoic acid 在 cesium fluoride 作用下， 以 乙腈 为溶剂， 反应 10.0h， 以75%的产率得到3-(3-nitrophenyl)-3H-isobenzofuran-1-one
  参考文献：
  名称：

  An Alternative Method for the Synthesis of γ-Lactones by Using Cesium Fluoride-Celite/Acetonitrile Combination

  摘要：

  A variety of 2-(1-bromoalkyl) benzoic acids 4 undergo intramolecular nucleophilic substitution reaction when treated with a CsF-Celite as solid base in acetonitrile under reflux condition to give the corresponding cyclized phthalides in moderate to very good yield. These 2-(1-bromoalkyl) benzoic acids 4 are formed by the alpha-bromination of 2-alkylbenzoic acids 3 using N-bromosuccinimide and a catalytic amount of alpha,alpha'-azoisobutyronitrile in carbon tetrachloride under reflux.

  DOI：

  10.1081/scc-120024003
• 作为产物：
  描述：

  2-(3-硝基苯甲酰基)苯甲酸 在 palladium on activated charcoal N-溴代丁二酰亚胺(NBS) 、 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile 、 氢气 作用下， 以 甲醇 、 四氯化碳 为溶剂， 70.0 ℃ 、2.03 MPa 条件下， 反应 18.0h， 生成 2-[3'-nitro(bromobenzyl)]benzoic acid
  参考文献：
  名称：

  An Alternative Method for the Synthesis of γ-Lactones by Using Cesium Fluoride-Celite/Acetonitrile Combination

  摘要：

  A variety of 2-(1-bromoalkyl) benzoic acids 4 undergo intramolecular nucleophilic substitution reaction when treated with a CsF-Celite as solid base in acetonitrile under reflux condition to give the corresponding cyclized phthalides in moderate to very good yield. These 2-(1-bromoalkyl) benzoic acids 4 are formed by the alpha-bromination of 2-alkylbenzoic acids 3 using N-bromosuccinimide and a catalytic amount of alpha,alpha'-azoisobutyronitrile in carbon tetrachloride under reflux.

  DOI：

  10.1081/scc-120024003

文献信息

• An Alternative Method for the Synthesis of γ-Lactones by Using Cesium Fluoride-Celite/Acetonitrile Combination
  作者：Khan, Khalid Mohammed、Hayat, Safdar、Zia-Ullah、Atta-ur-Rahman、Iqbal-Choudhary、Maharvi, Ghulam Murtaza、Bayert, Ernst

  DOI：10.1081/scc-120024003

  日期：2003.9

  A variety of 2-(1-bromoalkyl) benzoic acids 4 undergo intramolecular nucleophilic substitution reaction when treated with a CsF-Celite as solid base in acetonitrile under reflux condition to give the corresponding cyclized phthalides in moderate to very good yield. These 2-(1-bromoalkyl) benzoic acids 4 are formed by the alpha-bromination of 2-alkylbenzoic acids 3 using N-bromosuccinimide and a catalytic amount of alpha,alpha'-azoisobutyronitrile in carbon tetrachloride under reflux.