1-<2-(2-hydroxyethyl)phenyl>-2-phenyl-2-propanol | 167170-55-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-<2-(2-hydroxyethyl)phenyl>-2-phenyl-2-propanol
• 英文别名: 1-[2-(2-Hydroxyethyl)phenyl]-2-phenylpropan-2-ol；1-[2-(2-hydroxyethyl)phenyl]-2-phenylpropan-2-ol
• CAS: 167170-55-0
• 化学式: C₁₇H₂₀O₂
• 分子量: 256.345
• InChiKey: XWJQGIBHNPWIGU-UHFFFAOYSA-N

物化性质

• 沸点：
  398.6±32.0 °C(Predicted)
• 密度：
  1.123±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：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-<2-(2-hydroxyethyl)phenyl>-2-phenyl-2-propanol 在 磷酸 作用下， 以 甲苯 为溶剂， 反应 10.0h， 以72%的产率得到1,2,4,5-tetrahydro-2-methyl-2-phenyl-3-benzoxepine
  参考文献：
  名称：

  异色满的2-（2-硫代甲基苯基）乙醇酸锂：易于制备取代的苯并二氢吡啶和官能化的芳烃

  摘要：

  异色满（1）与过量的锂粉和催化量的DTBB（2.5 mol％）在THF中在20°C下反应生成标题中间体，该标题中间体通过与不同的亲电试剂（H 2 O，D 2 O， CO 2和羰基化合物）在-78至20°C的温度范围内水解后，会产生相应的产物3。衍生自苯甲醛或酮的三元醇3h-m在用85％磷酸处理后得到相应的苯并氧杂5h-m。在其他情况下，获得了由形成的第一个碳鎓离子的重排而产生的弗瑞德-克拉夫茨产品。

  DOI：

  10.1016/0040-4020(95)00065-g
• 作为产物：
  描述：

  异色满 、 苯乙酮 在 copolymer of 2-vinylnaphth. + divinylbenzene 、 lithium 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以45%的产率得到1-<2-(2-hydroxyethyl)phenyl>-2-phenyl-2-propanol
  参考文献：
  名称：

  Lithiation Reactions Catalyzed by Linear and Cross-Linked Arene-Based Polymers. Generation of Functionalized Organolithium Compounds

  摘要：

  Lithiation of various substrates, such as chlorinated acetals, alpha-chloro ether, dichloro derivatives, benzo-fused heterocycles, and allyl and benzyl derivatives, with excess lithium powder in the presence of a catalytic amount of soluble linear or insoluble cross-linked arene (naphthalene or biphenyl)-based polymers yields the expected organolithium intermediates. The latter react with electrophiles either in two steps or under Barbier-type reaction conditions to afford the corresponding adducts. The catalyst is easily recuperated by filtration at the end of the process, and the procedure can be regarded as a reasonable alternative to the use of free arenes as electron carrier in lithiation reactions.

  DOI：

  10.1023/b:rujo.0000044541.84132.e5

文献信息

• Functionalised organotitanium compounds: from lithium to titanium intermediates in chemoselective reactions with carbonyl compounds
  作者：Isidro M Pastor、Miguel Yus

  DOI：10.1016/s0040-4020(01)00103-x

  日期：2001.3

  The reaction of functionalised organolithium compounds 1 with an equimolecular mixture of two carbonyl compounds in the presence of 2 equiv. of triisopropoxytitanium chloride can discriminate between aldehyde and ketone, the process being selective for aldehydes at room temperature. Electronic and steric effects have been observed for different aldehydes.

  在2当量存在下，官能化的有机锂化合物1与两种羰基化合物的等分子混合物的反应。氯化三异丙氧基钛可以区分醛和酮，该方法在室温下对醛具有选择性。对于不同的醛，已经观察到电子和空间效应。
• Lithiation Reactions Catalyzed by Linear and Cross-Linked Arene-Based Polymers. Generation of Functionalized Organolithium Compounds
  作者：P. Candela、C. Gómez、M. Yus

  DOI：10.1023/b:rujo.0000044541.84132.e5

  日期：2004.6

  Lithiation of various substrates, such as chlorinated acetals, alpha-chloro ether, dichloro derivatives, benzo-fused heterocycles, and allyl and benzyl derivatives, with excess lithium powder in the presence of a catalytic amount of soluble linear or insoluble cross-linked arene (naphthalene or biphenyl)-based polymers yields the expected organolithium intermediates. The latter react with electrophiles either in two steps or under Barbier-type reaction conditions to afford the corresponding adducts. The catalyst is easily recuperated by filtration at the end of the process, and the procedure can be regarded as a reasonable alternative to the use of free arenes as electron carrier in lithiation reactions.
• Lithium 2-(2-lithiomethylphenyl)ethanolate from isochroman: Easy preparation of substituted benzoxepines and functionalised arenes
  作者：Juan Almena、Francisco Foubelo、Miguel Yus

  DOI：10.1016/0040-4020(95)00065-g

  日期：1995.3

  The reaction of isochroman (1) with an excess of lithium powder and a catalytic amount of DTBB (2.5 mol %) in THF at 20°C yields the title intermediate, which by reaction with different electrophiles (H2O, D2O, CO2 and carbonyl compounds) at temperatures ranging between −78 and 20°C yields, after hydrolysis, the corresponding products 3. Diols 3h-m, derived from benzaldehyde or ketones, give upon treatment

  异色满（1）与过量的锂粉和催化量的DTBB（2.5 mol％）在THF中在20°C下反应生成标题中间体，该标题中间体通过与不同的亲电试剂（H 2 O，D 2 O， CO 2和羰基化合物）在-78至20°C的温度范围内水解后，会产生相应的产物3。衍生自苯甲醛或酮的三元醇3h-m在用85％磷酸处理后得到相应的苯并氧杂5h-m。在其他情况下，获得了由形成的第一个碳鎓离子的重排而产生的弗瑞德-克拉夫茨产品。