1-chloro-3-(o-tolyloxy)propan-2-one | 76596-62-8

• 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-(o-tolyloxy)propan-2-one
• 英文别名: 1-chloro-3-o-tolyloxy-acetone；1-Chlor-3-o-tolyloxy-aceton；(2-methylphenoxy)methyl chloromethyl ketone；1-Chloro-3-(2-methylphenoxy)propan-2-one
• CAS: 76596-62-8
• 化学式: C₁₀H₁₁ClO₂
• 分子量: 198.649
• InChiKey: JQIOOJMPLXGWIP-UHFFFAOYSA-N

物化性质

• 熔点：
  54 °C
• 沸点：
  287.5±20.0 °C(Predicted)
• 密度：
  1.160±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 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-(o-tolyloxy)propan-2-one 在 Saccharomyces cerevisiae yeast 作用下， 以 乙醇 、 水 为溶剂， 反应 26.0h， 生成 (R)-(-)-2-(o-tolyloxymethyl)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：

  2-(2-甲基苯氧基)乙酰氯 在 重氮甲烷 、 乙醚 、 三乙胺 作用下， 生成 1-chloro-3-(o-tolyloxy)propan-2-one
  参考文献：
  名称：

  New Compounds. Some Derivatives of o-Cresol

  摘要：

  DOI：

  10.1021/ja01168a102

文献信息

• Thiazole derivatives useful in therapy as anti-depressant agents
  申请人：Synthelabo

  公开号：US04282225A1

  公开（公告）日：1981-08-04

  Thiazole derivatives of general formula (I) ##STR1## in which n is 1 or 2 and Ar represents a phenyl radical unsubstituted or substituted by one or more substituents selected from halogen atoms, the radical CF.sub.3, the phenyl radical straight or branched chain alkyl radicals having 1 to 4 carbon atoms, and cycloalkyl radicals having 3 to 6 carbon atoms, and their pharmaceutically acceptable acid addition salts are useful in therapy as anti-depressive agents. They are prepared by reacting the thiazole ##STR2## with a ketone X--CH.sub.2 --CO--CH.sub.2 O--Ar (III) (X is a leaving group, such as halogen).

  通用公式(I)的噻唑衍生物##STR1##中，n为1或2，Ar代表未取代或取代为一个或多个取代基（选择自卤原子、CF.sub.3基团、苯基直链或支链烷基基团（碳原子数为1至4）和3至6个碳原子的环烷基基团）的苯基基团，以及它们的药学上可接受的酸盐，可用作抗抑郁剂。它们通过将噻唑##STR2##与酮X--CH.sub.2 --CO--CH.sub.2 O--Ar (III)（X为离去基团，如卤素）反应制备而成。
• US4282225A
  申请人：——

  公开号：US4282225A

  公开（公告）日：1981-08-04
• 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.
• New Compounds. Some Derivatives of o-Cresol
  作者：Richard Riley

  DOI：10.1021/ja01168a102

  日期：1950.12