1,2-双(3-甲基苯基)乙醇 | 72168-15-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 1,2-双(3-甲基苯基)乙醇
• 英文名称: 1,2-bis(3-methylphenyl)ethanol
• 英文别名: 1,2-di-m-tolylethanol
• CAS: 72168-15-1
• 化学式: C₁₆H₁₈O
• mdl: MFCD12605333
• 分子量: 226.318
• InChiKey: VBOLUMATPRUASX-UHFFFAOYSA-N

物化性质

• 沸点：
  341.9±11.0 °C(Predicted)
• 密度：
  1.058±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,2-双(3-甲基苯基)乙醇 在 吡啶 、 三氯氧磷 作用下， 反应 2.0h， 生成 (E)-3,3'-dimethylstilbene
  参考文献：
  名称：

  Mechanistic Criteria for Cation Radical Reactions: Aminium Salt-Catalyzed Cyclopropanation

  摘要：

  Mechanistic studies of the cyclopropanation of a series of trans-stilbenes by ethyl diazoacetate catalyzed by two different triarylaminium salts decisively confirm a cation radical mechanism and rule out a hypothetical electrophilic mechanism. The elucidation of key aspects of these cation radical mechanisms, including kinetic vs equilibrium control of ionization and chain vs catalytic mechanisms, has also been achieved for these systems. New mechanistic criteria for the positive identification of cation radical mechanisms are proposed.

  DOI：

  10.1021/ja00126a007
• 作为产物：
  描述：

  双(3-甲基苄基)醚 在 C₁₅H₂₇Br₂CoN₃ 、 potassium tert-butylate 、 二乙基硅烷 、 盐酸 作用下， 以69 %的产率得到1,2-双(3-甲基苯基)乙醇
  参考文献：
  名称：

  钴催化的[1,2]-Wittig重排醚生成仲醇

  摘要：

  使用简单的钴钳形催化剂通过C-O 键活化成功将稳定的醚转化为仲醇。机理研究表明自由基对的参与，它们的顺序重组和随后的水解导致仲醇的形成。

  DOI：

  10.1039/d2cc06937g

文献信息

• Burkow, Ivan C.; Sydnes, Leiv K.; Ubeda, Danielle C. N., Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1987, vol. 41, # 4, p. 235 - 244
  作者：Burkow, Ivan C.、Sydnes, Leiv K.、Ubeda, Danielle C. N.

  DOI：——

  日期：——
• Sydnes, Leiv K.; Burkov, Ivan C.; Hansen,Sissel H., Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1985, vol. 39, # 10, p. 829 - 836
  作者：Sydnes, Leiv K.、Burkov, Ivan C.、Hansen,Sissel H.

  DOI：——

  日期：——
• Mechanistic Criteria for Cation Radical Reactions: Aminium Salt-Catalyzed Cyclopropanation
  作者：Wang Yueh、Nathan L. Bauld

  DOI：10.1021/ja00126a007

  日期：1995.5

  Mechanistic studies of the cyclopropanation of a series of trans-stilbenes by ethyl diazoacetate catalyzed by two different triarylaminium salts decisively confirm a cation radical mechanism and rule out a hypothetical electrophilic mechanism. The elucidation of key aspects of these cation radical mechanisms, including kinetic vs equilibrium control of ionization and chain vs catalytic mechanisms, has also been achieved for these systems. New mechanistic criteria for the positive identification of cation radical mechanisms are proposed.
• Cobalt-catalysed [1,2]-Wittig rearrangement of ethers to secondary alcohols
  作者：Sandip Pattanaik、Anurag Kumar、Chidambaram Gunanathan

  DOI：10.1039/d2cc06937g

  日期：——

  Stable ethers are successfully transformed into secondary alcohols via C–O bond activation using a simple cobalt pincer catalyst. Mechanistic studies indicate the involvement of radical pairs, and their sequential recombination and the subsequent hydrolysis results in the formation of secondary alcohols.

  使用简单的钴钳形催化剂通过C-O 键活化成功将稳定的醚转化为仲醇。机理研究表明自由基对的参与，它们的顺序重组和随后的水解导致仲醇的形成。