(3-氟苯基)-(4-甲氧基苯基)甲醇 | 38158-78-0

• 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: (3-氟苯基)-(4-甲氧基苯基)甲醇
• 中文别名: (3-氟苯基)(4-甲氧基苯基)甲醇
• 英文名称: (3-fluorophenyl)(4-methoxyphenyl)methanol
• 英文别名: m-Fluorphenyl-p-anisylmethanol；(3-fluorophenyl)-(4-methoxyphenyl)methanol
• CAS: 38158-78-0
• 化学式: C₁₄H₁₃FO₂
• mdl: MFCD06201328
• 分子量: 232.254
• InChiKey: HDWVVRSGQJYZPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2909499000

反应信息

• 作为反应物：
  描述：

  (3-氟苯基)-(4-甲氧基苯基)甲醇 在 sodium methylate 、 potassium iodide 作用下， 以 甲醇 为溶剂， 以81%的产率得到(3-氟苯基)-(4-甲氧基苯基)甲酮
  参考文献：
  名称：

  Successful Application of Indirect Electrooxidation for the Transformation of Biaryl Methanols to the Corresponding Biaryl Ketones

  摘要：

  Various biaryl methanols were electrooxidized into the corresponding biaryl ketones in good yields and under very mild reaction conditions. Because of the relatively high oxidation potential, bulky structure, and somewhat poor solubility, biaryl methanols do not readily undergo direct electrooxidative transformations as a synthetic step toward the corresponding biaryl ketones. Herein, we report the successful indirect electrooxidation of secondary biaryl methanols featuring the use of a slight excess amount of KI (1.2 equivalents, relative to the substrate) in MeOH.

  DOI：

  10.1080/00397911.2010.517369
• 作为产物：
  描述：

  (3-氟苯基)-(4-甲氧基苯基)甲酮 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以7.5 g的产率得到(3-氟苯基)-(4-甲氧基苯基)甲醇
  参考文献：
  名称：

  Nagarajan, K.; Talwalker, P. K.; Shah, R. K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1985, vol. 24, p. 112 - 118

  摘要：

  DOI：

文献信息

• Tritylium assisted iodine catalysis for the synthesis of unsymmetrical triarylmethanes
  作者：Thibaut Courant、Marine Lombard、Dina V. Boyarskaya、Luc Neuville、Géraldine Masson

  DOI：10.1039/d0ob01502d

  日期：——

  The combined Lewis acid catalytic system, generated from molecular iodine and tritylium tetrafluoroborate effectively catalyzed the Friedel–Crafts (FC) arylation of diarylmethyl sulfides providing an efficient access to various unsymmetrical triarylmethanes. The addition of tritylium and iodine created a more active catalytic system to promote the cleavage of sulfidic C–S bonds.

  由分子碘和四氟硼酸三苯甲基酯生成的组合路易斯酸催化体系有效地催化二芳基甲基硫醚的傅克（FC）芳基化，从而有效地获得各种不对称三芳基甲烷。三苯甲基和碘的添加创造了一个更活跃的催化体系，以促进硫化 C-S 键的断裂。
• Visible-Light-Triggered C–C and C–N Bond Formation by C–S Bond Cleavage of Benzylic Thioethers
  作者：Matteo Lanzi、Jérémy Merad、Dina V. Boyarskaya、Giovanni Maestri、Clémence Allain、Géraldine Masson

  DOI：10.1021/acs.orglett.8b02196

  日期：2018.9.7

  The cleavage of sulfidic C–S bonds under visible-light irradiation was harnessed to generate carbocations under neutral conditions and synthesize valuable di- and triarylalkanes as well as benzyl amines. To this end, photoredox catalysis and direct photoinduced C–S bond cleavage are used as complementary approaches and participate in the versatility of the general strategy. Extensive mechanistic studies

  利用中性条件下的硫化碳键在硫的裂解下可生成碳正离子，并合成有价值的二芳基和三芳基烷烃以及苄基胺。为此，光氧化还原催化和直接光诱导的C–S键断裂被用作补充方法，并参与了通用策略的多功能性。广泛的机理研究表明，在这些不同的反应中，反应机理的多样性。
• Nagarajan, K.; Talwalker, P. K.; Shah, R. K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1985, vol. 24, p. 112 - 118
  作者：Nagarajan, K.、Talwalker, P. K.、Shah, R. K.、Shenoy, S. J.

  DOI：——

  日期：——
• Successful Application of Indirect Electrooxidation for the Transformation of Biaryl Methanols to the Corresponding Biaryl Ketones
  作者：Mitsuhiro Okimoto、Takashi Yoshida、Masayuki Hoshi、Tomohito Chiba、Kei Maeo

  DOI：10.1080/00397911.2010.517369

  日期：2011.11.1

  Various biaryl methanols were electrooxidized into the corresponding biaryl ketones in good yields and under very mild reaction conditions. Because of the relatively high oxidation potential, bulky structure, and somewhat poor solubility, biaryl methanols do not readily undergo direct electrooxidative transformations as a synthetic step toward the corresponding biaryl ketones. Herein, we report the successful indirect electrooxidation of secondary biaryl methanols featuring the use of a slight excess amount of KI (1.2 equivalents, relative to the substrate) in MeOH.