1-Cyclopropyl-1-phenylethanol | 6226-34-2

• 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: 1-Cyclopropyl-1-phenylethanol
• 英文别名: 2-Phenyl-2-cyclopropyl-ethanol；2-Cyclopropyl-2-phenyl-ethanol-(1)；2-Cyclopropyl-2-phenylethanol
• CAS: 6226-34-2
• 化学式: C₁₁H₁₄O
• 分子量: 162.232
• InChiKey: LAVDCOPZAKVBLB-UHFFFAOYSA-N

物化性质

• 沸点：
  75-78 °C(Press: 1 Torr)
• 密度：
  1.108±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 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-Cyclopropyl-1-phenylethanol 在 potassium hydrogensulfate 、 lithium aluminium tetrahydride 、 过氧化氢异丙苯 、 氧气 作用下， 以 甲苯 为溶剂， 生成 1-环丙基-1-苯基乙醇
  参考文献：
  名称：

  Reaktivität und Selektivität bei der Oxidation von Styrolderivaten. V. Untersuchungen zur Oxidation vonα-substituierten Styrolen

  摘要：

  The liquid phase oxidation of alpha-phenyl-1a, alpha-trimethylsilyloxy Ib, alpha-cyclopropyl-1c, alpha-trifluoromethyl-1d styrene, and styrene le with oxygen in chlorobenzene and cumene solution in the temperature range 55-125 degrees C was investigated. The product yields were determined gaschromatographically. The epoxide selectivity increases up to 90 degrees C with increasing temperature. The epoxides of la and Ic rearrange at higher temperatures, therefore their yield decreases. The relative chain propagation constants (k(p)C=C) were determined by competitive oxidations of cumene.

  DOI：

  10.1002/(sici)1521-3897(199901)341:1<52::aid-prac52>3.0.co;2-d
• 作为产物：
  描述：

  苯基环丙基甲酮 反应 2.0h， 生成 1-Cyclopropyl-1-phenylethanol
  参考文献：
  名称：

  Hanack,M.; Ensslin,H.-M., Justus Liebigs Annalen der Chemie, 1968, vol. 713, p. 49 - 64

  摘要：

  DOI：

文献信息

• Markovnikov hydration of vinylcyclopropanes by oxymercuration-demercuration.
  作者：Shinya Nishida、Takashi Fujioka、Nobujiro Shimizu

  DOI：10.1016/s0022-328x(00)84861-5

  日期：1978.8

  Representative vinylcyclopropanes (IaIc) were hydrated in a Markovnikov fashion by oxymercuration-demercuration. Isolated yields of α-cyclopropyl-substituted alcohols were more than 80%. 2,2-Diphenyl-l-vinylcyclopropane (Id) was the only olefin that produced a mixture of the expected alcohol, IId, and a rearranged product III. At 0° C, However, the amount of III was minimal (ca. 6%), and hence the

  代表性的乙烯基环丙烷（IaIc）以马尔可夫尼可夫的方式通过氧化汞-脱汞水合。α-环丙基取代的醇的分离产率超过80％。2，2-二苯基-1-乙烯基环丙烷（Id）是唯一产生预期醇IId和重排产物III的混合物的烯烃。然而，在0°C下，III的量极少（约6％），因此实现了Id的马尔可夫尼科夫水合。通过用硼氢化氘化钠脱汞证明了在III的生成过程中消耗了2摩尔当量的乙酸汞。
• NISHIDA SHINYA; FUJIOKA TAKASHI; SHIMIZU NOBUJIRO, J. ORGANOMETAL. CHEM., 1978, 156, NO 1, 37-44
  作者：NISHIDA SHINYA、 FUJIOKA TAKASHI、 SHIMIZU NOBUJIRO

  DOI：——

  日期：——
• Hanack,M.; Ensslin,H.-M., Justus Liebigs Annalen der Chemie, 1968, vol. 713, p. 49 - 64
  作者：Hanack,M.、Ensslin,H.-M.

  DOI：——

  日期：——
• Reaktivität und Selektivität bei der Oxidation von Styrolderivaten. V. Untersuchungen zur Oxidation vonα-substituierten Styrolen
  作者：W.Ya. Suprun

  DOI：10.1002/(sici)1521-3897(199901)341:1<52::aid-prac52>3.0.co;2-d

  日期：1999.1

  The liquid phase oxidation of alpha-phenyl-1a, alpha-trimethylsilyloxy Ib, alpha-cyclopropyl-1c, alpha-trifluoromethyl-1d styrene, and styrene le with oxygen in chlorobenzene and cumene solution in the temperature range 55-125 degrees C was investigated. The product yields were determined gaschromatographically. The epoxide selectivity increases up to 90 degrees C with increasing temperature. The epoxides of la and Ic rearrange at higher temperatures, therefore their yield decreases. The relative chain propagation constants (k(p)C=C) were determined by competitive oxidations of cumene.