3,5-diacetoxy-4′-methylbiphenyl | 1520080-55-0

• 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: 3,5-diacetoxy-4′-methylbiphenyl
• 英文别名: [3-Acetyloxy-5-(4-methylphenyl)phenyl] acetate；[3-acetyloxy-5-(4-methylphenyl)phenyl] acetate
• CAS: 1520080-55-0
• 化学式: C₁₇H₁₆O₄
• 分子量: 284.312
• InChiKey: JBGFWWKZPCETLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,5-diacetoxy-4′-methylbiphenyl 在 N-溴代丁二酰亚胺(NBS) 、 benzyl peroxide 作用下， 以 四氯化碳 为溶剂， 以76%的产率得到3,5-diacetoxy-4′-(bromomethyl)biphenyl
  参考文献：
  名称：

  Anti-Friedel-Crafts-Type Substitution To Form Biaryl Linkages

  摘要：

  The ipso-substitution of one (or two) hydroxy groups of phloroglucinol with arene nucleophiles (e.g., o-xylene, tetralin, biphenyl) can be achieved easily under Friedel-Crafts-type conditions with or without the use of organic solvents affording a variety of 3,5-dihydroxybiphenyls (57-89% yields). The new method has significant practical advantages compared to classical biaryl-coupling routes.

  DOI：

  10.1055/s-0033-1339682
• 作为产物：
  描述：

  间苯三酚 在 吡啶 作用下， 以 neat (no solvent) 为溶剂， 反应 24.17h， 生成 3,5-diacetoxy-4′-methylbiphenyl
  参考文献：
  名称：

  Anti-Friedel-Crafts-Type Substitution To Form Biaryl Linkages

  摘要：

  The ipso-substitution of one (or two) hydroxy groups of phloroglucinol with arene nucleophiles (e.g., o-xylene, tetralin, biphenyl) can be achieved easily under Friedel-Crafts-type conditions with or without the use of organic solvents affording a variety of 3,5-dihydroxybiphenyls (57-89% yields). The new method has significant practical advantages compared to classical biaryl-coupling routes.

  DOI：

  10.1055/s-0033-1339682

文献信息

• Anti-Friedel-Crafts-Type Substitution To Form Biaryl Linkages
  作者：Bernhard Westermann、Ludger Wessjohann、Gergely Gulyas-Fekete、Carlos Boluda

  DOI：10.1055/s-0033-1339682

  日期：——

  The ipso-substitution of one (or two) hydroxy groups of phloroglucinol with arene nucleophiles (e.g., o-xylene, tetralin, biphenyl) can be achieved easily under Friedel-Crafts-type conditions with or without the use of organic solvents affording a variety of 3,5-dihydroxybiphenyls (57-89% yields). The new method has significant practical advantages compared to classical biaryl-coupling routes.