2-phenyl-2-(3-phenylpropoxy)ethanol | 862476-99-1

• 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: 2-phenyl-2-(3-phenylpropoxy)ethanol
• CAS: 862476-99-1
• 化学式: C₁₇H₂₀O₂
• 分子量: 256.345
• InChiKey: APNMFQYXAMVYLU-UHFFFAOYSA-N

物化性质

• 沸点：
  401.4±33.0 °C(Predicted)
• 密度：
  1.081±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-phenyl-2-(3-phenylpropoxy)ethanol 在 bismuth(III) chloride 、 ammonium cerium(IV) nitrate 、 sodium hydride 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 反应 1.5h， 生成 3-苯丙醇
  参考文献：
  名称：

  Cerium ammonium nitrate (CAN) for mild and efficient reagent to remove hydroxyethyl units from 2-hydroxyethyl ethers and 2-hydroxyethyl amines

  摘要：

  Cerium ammonium nitrate (CAN) removed hydroxyethyl units from 2-hydroxyethyl ethers and 2-hydroxyethyl amines to produce alcohols and amines in good yields. Especially, removal of the 2-hydroxyethyl ethers from C-2-symmetric diols, chiral 2,3-butanediol and chiral hydrobenzoin, was very useful for asymmetric syntheses using C-2-symmetric diols. The reactions using dual abilities of CAN, i.e., the ability for removal of the 2-hydroxyethyl unit and the ability for acetal hydrolysis by a single electron transfer, were also achieved Successfully. The reaction conditions were very mild and efficient, and many functional groups, which can be affected under normal conditions, were unaffected during the reaction. (c) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2006.11.004
• 作为产物：
  描述：

  trans-1,2-diphenyl-2-(3-phenylpropoxy)ethanol 在 bismuth(III) chloride 、 ammonium cerium(IV) nitrate 作用下， 以 水 、 乙腈 为溶剂， 反应 0.5h， 生成 2-phenyl-2-(3-phenylpropoxy)ethanol
  参考文献：
  名称：

  Cerium ammonium nitrate (CAN) for mild and efficient reagent to remove hydroxyethyl units from 2-hydroxyethyl ethers and 2-hydroxyethyl amines

  摘要：

  Cerium ammonium nitrate (CAN) removed hydroxyethyl units from 2-hydroxyethyl ethers and 2-hydroxyethyl amines to produce alcohols and amines in good yields. Especially, removal of the 2-hydroxyethyl ethers from C-2-symmetric diols, chiral 2,3-butanediol and chiral hydrobenzoin, was very useful for asymmetric syntheses using C-2-symmetric diols. The reactions using dual abilities of CAN, i.e., the ability for removal of the 2-hydroxyethyl unit and the ability for acetal hydrolysis by a single electron transfer, were also achieved Successfully. The reaction conditions were very mild and efficient, and many functional groups, which can be affected under normal conditions, were unaffected during the reaction. (c) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2006.11.004

文献信息

• Mild and Efficient Removal of Hydroxyethyl Unit from 2-Hydroxyethyl Ether Derivatives Leading to Alcohols
  作者：Hiromichi Fujioka、Yusuke Ohba、Hideki Hirose、Kenichi Murai、Yasuyuki Kita

  DOI：10.1021/ol051135i

  日期：2005.7.1

  CAN is a good reagent for the transformation of 2-hydroxyethyl ether units to alcohols. Significantly, many functional groups can tolerate the reaction conditions, although they do not survive under many previously reported removal conditions. The reaction mechanism is clarified.