1-acetoxy-3-(2,4,6-trichlorophenoxy)propan-2-one | 204584-29-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-acetoxy-3-(2,4,6-trichlorophenoxy)propan-2-one
• 英文别名: [2-Oxo-3-(2,4,6-trichlorophenoxy)propyl] acetate
• CAS: 204584-29-2
• 化学式: C₁₁H₉Cl₃O₄
• 分子量: 311.549
• InChiKey: KIGFCWQBAVCSKE-UHFFFAOYSA-N

物化性质

• 沸点：
  398.2±42.0 °C(Predicted)
• 密度：
  1.442±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-acetoxy-3-(2,4,6-trichlorophenoxy)propan-2-one 在 baker's yeast 、 sodium phosphate buffer 、 蔗糖 作用下， 反应 6.0h， 生成 (R)-3-(2,4,6-trichlorophenoxy)propane-1,2-diol 、 (S)-3-(2,4,6-trichlorophenoxy)propane-1,2-diol 、 (S)-1-acetoxy-3-(2,4,6-trichlorophenoxy)propan-2-ol 、 (R)-1-acetoxy-3-(2,4,6-trichlorophenoxy)propan-2-ol
  参考文献：
  名称：

  Baker's yeast mediated stereoselective biotransformation of 1-acetoxy-3-aryloxypropan-2-ones

  摘要：

  A series of 1-acetoxy-3-aryloxypropan-2-ones la-m were synthesized and subjected to biotransformation by baker's yeast yielding optically active monoacetates 5 or ent-5 and/or diols 4 of moderate to excellent enantiomeric purity. The dependence of the reduction/hydrolysis ratio and stereoselectivity on the size and substitution pattern of the aromatic moiety in the substrate is also discussed. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(97)00626-5
• 作为产物：
  描述：

  1-acetoxy-3-(2,4,6-trichlorophenoxy)propan-2-ol 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 生成 1-acetoxy-3-(2,4,6-trichlorophenoxy)propan-2-one
  参考文献：
  名称：

  Baker's yeast mediated stereoselective biotransformation of 1-acetoxy-3-aryloxypropan-2-ones

  摘要：

  A series of 1-acetoxy-3-aryloxypropan-2-ones la-m were synthesized and subjected to biotransformation by baker's yeast yielding optically active monoacetates 5 or ent-5 and/or diols 4 of moderate to excellent enantiomeric purity. The dependence of the reduction/hydrolysis ratio and stereoselectivity on the size and substitution pattern of the aromatic moiety in the substrate is also discussed. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(97)00626-5