1-chloro-3-(2-chlorophenyloxy)propan-2-one | 60642-13-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-chloro-3-(2-chlorophenyloxy)propan-2-one
• 英文别名: 1-Chlor-3-(o-chlorphenoxy)-aceton；1-Chloro-3-(2-chlorophenoxy)propan-2-one
• CAS: 60642-13-9
• 化学式: C₉H₈Cl₂O₂
• 分子量: 219.067
• InChiKey: JEGYCOAJRZWQAO-UHFFFAOYSA-N

物化性质

• 熔点：
  51.5-53 °C
• 沸点：
  306.7±22.0 °C(Predicted)
• 密度：
  1.312±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 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：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-chloro-3-(2-chlorophenyloxy)propan-2-one 在 Saccharomyces cerevisiae yeast 作用下， 以 乙醇 、 水 为溶剂， 反应 26.0h， 生成 (S)-(+)-2-((2-chlorophenoxy)methyl)thiirane
  参考文献：
  名称：

  Asymmetric reduction of α-thiocyanatoketones by Saccharomyces cerevisiae and Mortierella isabellina—a new route to optically active thiiranes

  摘要：

  A simple method for the preparation of optically active 1-aryloxy- and 1-arylsulphanyl-3-thiocyanatopropan-2-oles from racemic 1-chloro-3-aryloxy- and 1-chloro-3-arylsulphanyl-2-propanols via 1-aryloxy- and 1-arylsulphanyl-3-thiocyanatopropan-2-ones has been developed. The enantiomerically enriched beta-hydroxythiocyanates were obtained by a microbiological reduction of the thiocyanatoketones with Saccharomyces cerevisiae or Mortierella isabellina and subsequently converted into optically active thiiranes on treatment with a lithium hydroxide solution. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.04.023
• 作为产物：
  描述：

  1-Chlor-3-(o-chlorphenoxy)-2-propanol 在 chromium(VI) oxide 、 硫酸 、 水 作用下， 以 丙酮 为溶剂， 反应 1.0h， 以53%的产率得到1-chloro-3-(2-chlorophenyloxy)propan-2-one
  参考文献：
  名称：

  Asymmetric reduction of α-thiocyanatoketones by Saccharomyces cerevisiae and Mortierella isabellina—a new route to optically active thiiranes

  摘要：

  A simple method for the preparation of optically active 1-aryloxy- and 1-arylsulphanyl-3-thiocyanatopropan-2-oles from racemic 1-chloro-3-aryloxy- and 1-chloro-3-arylsulphanyl-2-propanols via 1-aryloxy- and 1-arylsulphanyl-3-thiocyanatopropan-2-ones has been developed. The enantiomerically enriched beta-hydroxythiocyanates were obtained by a microbiological reduction of the thiocyanatoketones with Saccharomyces cerevisiae or Mortierella isabellina and subsequently converted into optically active thiiranes on treatment with a lithium hydroxide solution. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.04.023

文献信息

• Asymmetric reduction of α-thiocyanatoketones by Saccharomyces cerevisiae and Mortierella isabellina—a new route to optically active thiiranes
  作者：Edyta Łukowska、Jan Plenkiewicz

  DOI：10.1016/j.tetasy.2007.04.023

  日期：2007.6

  A simple method for the preparation of optically active 1-aryloxy- and 1-arylsulphanyl-3-thiocyanatopropan-2-oles from racemic 1-chloro-3-aryloxy- and 1-chloro-3-arylsulphanyl-2-propanols via 1-aryloxy- and 1-arylsulphanyl-3-thiocyanatopropan-2-ones has been developed. The enantiomerically enriched beta-hydroxythiocyanates were obtained by a microbiological reduction of the thiocyanatoketones with Saccharomyces cerevisiae or Mortierella isabellina and subsequently converted into optically active thiiranes on treatment with a lithium hydroxide solution. (C) 2007 Elsevier Ltd. All rights reserved.