5-甲氧基-2-(4-甲氧基苯基)苯甲酸 | 42523-25-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-甲氧基-2-(4-甲氧基苯基)苯甲酸
• 英文名称: 4,4'-dimethoxy-[1,1'-biphenyl]-2-carboxylic acid
• 英文别名: 4,4′-dimethoxybiphenyl-2-carboxylic acid；4,4'-dimethoxy-biphenyl-2-carboxylic acid；4,4'-Dimethoxy-biphenyl-2-carbonsaeure；4.4'-Dimethoxy-diphenyl-carbonsaeure-(2)；5-methoxy-2-(4-methoxyphenyl)benzoic acid
• CAS: 42523-25-1
• 化学式: C₁₅H₁₄O₄
• 分子量: 258.274
• InChiKey: GVQXUOINNLFQDI-UHFFFAOYSA-N

物化性质

• 沸点：
  413.1±40.0 °C(Predicted)
• 密度：
  1.199±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  5-甲氧基-2-(4-甲氧基苯基)苯甲酸 在 lithium aluminium tetrahydride 、 乙醚 、 乙醇 、 三溴化磷 作用下， 生成 (4,4'-dimethoxy-biphenyl-2-yl)-acetonitrile
  参考文献：
  名称：

  Aromatic Cyclodehydration. XXXIII.¹ 2,7-Disubstituted Phenanthrenes^2,3

  摘要：

  DOI：

  10.1021/ja01594a060
• 作为产物：
  描述：

  4,4'-dimethoxy-[1,1'-biphenyl]-2-carboxylic acid methyl ester 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以88%的产率得到5-甲氧基-2-(4-甲氧基苯基)苯甲酸
  参考文献：
  名称：

  Chronobiotic activity of N-[2-(2,7-dimethoxyfluoren-9-yl)ethyl]-propanamide. Synthesis and melatonergic pharmacology of fluoren-9-ylethyl amides

  摘要：

  A series of fluoren-9-yl ethyl amides (2) were synthesized and evaluated for human melatonin MT1 and MT2 receptor binding. N-[2-(2,7-dimethoxyfluoren-9-yl)ethyl]propanamide (2b) was selected and evaluated in functional assays measuring intrinsic activity at the human MT1 and MT2 receptors and demonstrated full agonism at both receptors. The chronobiotic properties of 2b were demonstrated in both acute and chronic rat models where 2b produced an acute phase advance of 32 min at 1 mg/kg and chronically entrained free-running rats with a mean effective dose of 0.23 mg/kg. Compound 2b is significantly less efficacious than melatonin in constricting human coronary artery. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.07.002

文献信息

• Cerium photocatalyzed dehydrogenative lactonization of 2-arylbenzoic acids
  作者：Ketan Wadekar、Suraj Aswale、Veera Reddy Yatham

  DOI：10.1039/c9ob02676b

  日期：——

  The first cerium photocatalyzed dehydrogenative lactonization of 2-arylbenzoic acids has been developed. This operationally simple protocol allows rapid access to synthetically useful coumarins on gram scale by employing CeCl3 as a photocatalyst and O2 as a terminal oxidant. Overall, this delivers an economical and environmentally amiable entry to diversely substituted coumarins, important structural

  已经开发出第一铈对2-芳基苯甲酸的光催化的脱氢内酯化。通过使用CeCl3作为光催化剂和O2作为末端氧化剂，这种操作简单的方案可以以克为单位快速获得合成有用的香豆素。总体而言，这为各种取代的香豆素提供了经济和环境友好的入口，香豆素是生物活性分子中的重要结构图案。
• Oxidant-Free C(sp²)–H Functionalization/C–O Bond Formation: A Kolbe Oxidative Cyclization Process
  作者：Lei Zhang、Zhenxing Zhang、Junting Hong、Jian Yu、Jianning Zhang、Fanyang Mo

  DOI：10.1021/acs.joc.8b00089

  日期：2018.3.16

  An anodic oxidation/cyclization of 2-arylbenzoic acids for the synthesis of dibenzopyranones has been developed. The reaction proceeds at room temperature with no oxidant or electrolyte required and exhibits a high atom economy with H-2 being the only byproduct. A series of dibenzopyranones was obtained in good to excellent yields. Urolithins A, B, and C are formally synthesized by adopting this method as a key step to demonstrate its synthetic utility.
• Liebermann, Chemische Berichte, 1912, vol. 45, p. 1204
  作者：Liebermann

  DOI：——

  日期：——
• Horner,L.; Baston,D.W., Justus Liebigs Annalen der Chemie, 1973, p. 910 - 935
  作者：Horner,L.、Baston,D.W.

  DOI：——

  日期：——
• J. Org. Chem. 2018, 83, 3200-3207
  作者：

  DOI：——

  日期：——