1-hydroxy-3-phenoxy-2-propanone | 296269-89-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-hydroxy-3-phenoxy-2-propanone
• 英文别名: 1-hydroxy-3-phenoxy-acetone；1-Hydroxy-3-phenoxy-aceton；1-Hydroxy-3-phenoxypropan-2-one
• CAS: 296269-89-1
• 化学式: C₉H₁₀O₃
• 分子量: 166.177
• InChiKey: HNDSTWKUWVGTGL-UHFFFAOYSA-N

物化性质

• 熔点：
  71 °C
• 沸点：
  292.6±15.0 °C(Predicted)
• 密度：
  1.177±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-hydroxy-3-phenoxy-2-propanone 在 葡萄糖 、 Yamadazyma farinosa IFO 10896 作用下， 以 phosphate buffer 为溶剂， 反应 48.0h， 生成 (S)-3-phenoxy-1,2-propanediol 、 (S)-1-phenyl glycerol
  参考文献：
  名称：

  Microbial asymmetric reduction of α-hydroxyketones in the anti-Prelog selectivity

  摘要：

  Yamadazyma farinosa IFO 10896 was found to reduce alpha -hydroxyketones bearing a phenyl ring to give optically active diols with anti-Prelog selectivity. The distance between the carbonyl group and the phenyl ring was shown to have an interesting effect on the reactivity and selectivity of the enzyme system. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00448-7
• 作为产物：
  描述：

  苯基缩水甘油醚 在 ammonium heptamolybdate 、 双氧水 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以96%的产率得到1-hydroxy-3-phenoxy-2-propanone
  参考文献：
  名称：

  Oxidative Cleavage of Epoxides with Ammonium Molybdate–H₂O₂System: An Efficient Route to α-Hydroxy Ketones

  摘要：

  环氧化物通过使用铵钼酸盐-H2O2体系高效转化为α-羟基酮。α-羟基酮的制备过程中不形成α-羟基醛，而是通过1,2-二醇作为中间体。所得到的产物在非常温和的条件下具有优异的产率。

  DOI：

  10.1246/cl.2000.844

文献信息

• A mild and efficient procedure for the oxidation of epoxides and aziridines using cerium(IV) ammonium nitrate and NBS
  作者：K. Surendra、N. Srilakshmi Krishnaveni、K. Rama Rao

  DOI：10.1016/j.tetlet.2005.04.008

  日期：2005.6

  The CAN and NBS combination has been used for the first time for the synthesis of versatile alpha-hydroxy ketones and alpha-amino ketones from oxiranes/aziridines, respectively, in excellent yields. This method is a direct, one-pot, synthesis under mild conditions using acetonitrile-water (9:1) as solvent. (c) 2005 Elsevier Ltd. All rights reserved.
• 1-phenoxy-3-hydroxy-propanones-(2) and a process for their manufacture
  申请人：FIRM OF J R GEIGY A G

  公开号：US02374283A1

  公开（公告）日：1945-04-24
• ENHANCED SKIN PENETRATION SYSTEM FOR IMPROVED TOPICAL DELIVERY OF DRUGS
  申请人：RICHARDSON-VICKS, INC.

  公开号：EP0608320B1

  公开（公告）日：1998-01-28
• Oxidative Cleavage of Epoxides with Ammonium Molybdate–H₂O₂System: An Efficient Route to α-Hydroxy Ketones
  作者：Nusrat Ismail、R. Nageswara Rao

  DOI：10.1246/cl.2000.844

  日期：2000.7

  Epoxides are efficiently converted into α-hydroxy ketones by employing ammonium molybdate–H2O2 system. The α-hydroxy ketones are prepared without the formation of α-hydroxy aldehydes, via 1,2-diols as intermediates. The products are formed with excellent yields under very mild conditions.

  环氧化物通过使用铵钼酸盐-H2O2体系高效转化为α-羟基酮。α-羟基酮的制备过程中不形成α-羟基醛，而是通过1,2-二醇作为中间体。所得到的产物在非常温和的条件下具有优异的产率。
• Microbial asymmetric reduction of α-hydroxyketones in the anti-Prelog selectivity
  作者：Toshikuni Tsujigami、Takeshi Sugai、Hiromichi Ohta

  DOI：10.1016/s0957-4166(01)00448-7

  日期：2001.10

  Yamadazyma farinosa IFO 10896 was found to reduce alpha -hydroxyketones bearing a phenyl ring to give optically active diols with anti-Prelog selectivity. The distance between the carbonyl group and the phenyl ring was shown to have an interesting effect on the reactivity and selectivity of the enzyme system. (C) 2001 Elsevier Science Ltd. All rights reserved.