2-[(4-氟萘-1-基)甲基]苯甲酸 | 2341-58-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2-[(4-氟萘-1-基)甲基]苯甲酸
• 英文名称: 1-(2-Carboxy-benzyl)-4-fluor-naphthalin
• 英文别名: o-(4-Fluoro-1-naphthylmethyl)-benzoesaeure；2-(4-fluoro-[1]naphthylmethyl)-benzoic acid；2-(4-Fluor-[1]naphthylmethyl)-benzoesaeure；o-Toluic acid, alpha-(4-fluoro-1-naphthyl)-；2-[(4-fluoronaphthalen-1-yl)methyl]benzoic acid
• CAS: 2341-58-4
• 化学式: C₁₈H₁₃FO₂
• 分子量: 280.298
• InChiKey: OHVSTMNYOCSAFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[(4-氟萘-1-基)甲基]苯甲酸 在 lithium aluminium tetrahydride 作用下， 生成 o-(4-Fluor-1-naphthylmethyl)-benzylalkohol
  参考文献：
  名称：

  New synthesis of 7,12-dimethylbenz [a]anthracene

  摘要：

  DOI：

  10.1021/jo00806a023
• 作为产物：
  描述：

  2-(4-氟萘-1-羰基)苯甲酸 在 ammonium hydroxide 、 锌 作用下， 生成 2-[(4-氟萘-1-基)甲基]苯甲酸
  参考文献：
  名称：

  The Synthesis of Some Monofluoro-1,2-benzanthracenes

  摘要：

  DOI：

  10.1021/jo01086a016

文献信息

• Synthesis and carcinogenic activity of 5-fluoro-7-(oxygenated methyl)-12-methylbenz[a]anthracenes
  作者：Melvin S. Newman、Lewis E. Fikes、Mohamed M. Hashem、R. Kannan、V. Sankaran

  DOI：10.1021/jm00208a013

  日期：1978.10

  Treatment of 7,12-benz[a]anthraquinone (2) with methylmagnesium iodide or methyllithium yields mixtures of cis- and trans-7,12-dihydro-7,12-dihydroxy-7,12-dimethylbenz[a]anthracenes (3a,b), in which the ratio of cis to trans lies in the 3--4:1 region. Each isomer afforded high yields of 7-chloromethyl-12-methylbenz[a]anthracene (5) on treatment with hydrogen chloride in ethyl acetate. Similarly, 5-fluoro-7,12-benz[a]anthraquinone (8) afforded a mixture of cis- and trans-5-fluoro-7,12-dihydro-7,12-dihydroxy-7,12-dimethylbenz[a]anthracenes (9) which yielded 7-chloromethyl-5-fluoro-12-methylbenz[a]anthracene (10) on treatment with HCl. The chloromethyl compounds, 5 and 10, yielded 7-acetoxymethyl-12-methylbenz[a]anthracene (6) and 7-acetoxymethyl-5-fluoro-12-methylbenz[a]anthracene (11) on treatment with acetate ion. Hydrolysis of 6 and 11 yielded 7-hydroxymethyl-12-methylbenz[a]anthracene (7) and 5-fluoro-7-hydroxymethyl-12-methylbenz[a]anthracene (12), respectively. Since neither 11 nor 12 is appreciably carcinogenic, the carcinogenic metabolism of 7,12-dimethylbenz[a]anthracene (DMBA) probably does not involve attack at the 7-methyl group.
• Synthesis of 5-fluorodibenz[a,h]anthracene
  作者：Jochanan Blum、Ernst D. Bergmann

  DOI：10.1021/jo01288a019

  日期：1967.2
• The Synthesis of Some Monofluoro-1,2-benzanthracenes
  作者：MELVIN S. NEWMAN、DENIS MacDOWELL、SAMBASINA SWAMINATHAN

  DOI：10.1021/jo01086a016

  日期：1959.4
• New synthesis of 7,12-dimethylbenz [a]anthracene
  作者：Melvin S. Newman、Zia-ud-Din

  DOI：10.1021/jo00806a023

  日期：1971.4