2-(2-methyl-3-nitrophenoxy)benzoic acid | 43160-01-6

• 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-(2-methyl-3-nitrophenoxy)benzoic acid
• CAS: 43160-01-6
• 化学式: C₁₄H₁₁NO₅
• 分子量: 273.245
• InChiKey: USSCYPBZXMMBCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 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：
  92.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2-methyl-3-nitrophenoxy)benzoic acid 在 PPA 作用下， 反应 3.0h， 以85%的产率得到4-methyl-3-nitro-9H-xanthen-9-one
  参考文献：
  名称：

  Synthesis of Heterocyclic Compounds by the Skraup Reaction of Amino-9H-xanthen-9-ones

  摘要：

  The Skraup reaction of amino-9H-xanthen-9-ones was conducted in the presence of glycerol, fuming sulfuric acid, nitrobenzene, iron (II) sulfate and boric acid. 1-Amino-9H-xanthen-9-one gave 12H[1]benzopyrano[2,3-h]quinolin-12-one. 2- And 3-amino-9H-xanthen-9-ones gave angular-type products, 12H-[1]-benzopyrano[3,2-f]quinolin-12-one and 7H-[1]benzo-pyrano[3,2-g]quinolin-7-one respectively, without linear-type products. 4-Amino-9H-xanthen-9-one gave 7H-[1]benzopyrano[3,2-h]quinolin-7-one.

  DOI：

  10.3987/com-93-6575
• 作为产物：
  描述：

  2-碘苯甲酸 、 2-甲基-3-硝基苯酚 在 copper(l) iodide 、 铜 、 potassium carbonate 作用下， 以 戊醇 为溶剂， 反应 3.0h， 以76%的产率得到2-(2-methyl-3-nitrophenoxy)benzoic acid
  参考文献：
  名称：

  Synthesis of Heterocyclic Compounds by the Skraup Reaction of Amino-9H-xanthen-9-ones

  摘要：

  The Skraup reaction of amino-9H-xanthen-9-ones was conducted in the presence of glycerol, fuming sulfuric acid, nitrobenzene, iron (II) sulfate and boric acid. 1-Amino-9H-xanthen-9-one gave 12H[1]benzopyrano[2,3-h]quinolin-12-one. 2- And 3-amino-9H-xanthen-9-ones gave angular-type products, 12H-[1]-benzopyrano[3,2-f]quinolin-12-one and 7H-[1]benzo-pyrano[3,2-g]quinolin-7-one respectively, without linear-type products. 4-Amino-9H-xanthen-9-one gave 7H-[1]benzopyrano[3,2-h]quinolin-7-one.

  DOI：

  10.3987/com-93-6575

文献信息

• Fujiwara Hidetoshi, Okabayashi Ichizo, Heterocycles, 38 (1994) N 3, S 541-550
  作者：Fujiwara Hidetoshi, Okabayashi Ichizo

  DOI：——

  日期：——
• Synthesis of Heterocyclic Compounds by the Skraup Reaction of Amino-9H-xanthen-9-ones
  作者：Hidetoshi Fujiwara、Ichizo Okabayashi

  DOI：10.3987/com-93-6575

  日期：——

  The Skraup reaction of amino-9H-xanthen-9-ones was conducted in the presence of glycerol, fuming sulfuric acid, nitrobenzene, iron (II) sulfate and boric acid. 1-Amino-9H-xanthen-9-one gave 12H[1]benzopyrano[2,3-h]quinolin-12-one. 2- And 3-amino-9H-xanthen-9-ones gave angular-type products, 12H-[1]-benzopyrano[3,2-f]quinolin-12-one and 7H-[1]benzo-pyrano[3,2-g]quinolin-7-one respectively, without linear-type products. 4-Amino-9H-xanthen-9-one gave 7H-[1]benzopyrano[3,2-h]quinolin-7-one.