4-phenyl-4-propylsulfanyl-butan-2-one

• 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: 4-phenyl-4-propylsulfanyl-butan-2-one
• 英文别名: 4-propylsulfanyl-4-phenylbutan-2-one；4-Phenyl-4-propylsulfanylbutan-2-one；4-phenyl-4-propylsulfanylbutan-2-one
• 化学式: C₁₃H₁₈OS
• 分子量: 222.351
• InChiKey: HLSSKISVMUISMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  丙烷-1-硫醇 、 苄叉丙酮 在 三氯化铁 作用下， 反应 0.17h， 以92%的产率得到4-phenyl-4-propylsulfanyl-butan-2-one
  参考文献：
  名称：

  The iron(III) chloride-mediated 1,4-addition of mercaptans to α,β-unsaturated ketones and esters under solvent free conditions

  摘要：

  The 1,4-addition of various thiols to alpha,beta-unsaturated ketones was completed rapidly in the presence of a catalytic amount (2-3 mol %) of anhydrous iron(III) chloride under solvent free conditions and an air atmosphere. Anhydrous iron(III) chloride is more active than that of other ferric salts. With more reactive and/or less steric reagents (1a-c and/or 2a-2c), expeditious conditions (short reaction times at room temperature) could be employed. With less reactive and/or steric reagents (1d-g and/or 2d-e), a slight increase in reaction time was required, but high yields were obtained. The FeCl3 catalyst causes preferential interactions with alpha,beta-unsaturated ketones present in the reaction. (c) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2006.07.151

文献信息

• Alkyl-and arylsulfanyl-substituted unsaturated carbonyl compounds
  作者：Evgeniy V. Kondrashov、Alexey R. Romanov、Igor A. Ushakov、Alexander Yu. Rulev

  DOI：10.1080/17415993.2016.1215448

  日期：2017.1.2

  derivatives has been developed. The one-pot treatment of the haloenoates, haloenones or haloenals with thiols in the presence of organic base leads either to vicinal dithiosubstituted carbonyl-bearing compound or captodative systems with good to excellent yield. The major reaction direction strongly depends on the type of base used. GRAPHICAL ABSTRACT

  摘要开发了一种通过相应含卤素衍生物的亲核乙烯基取代来合成捕获硫烷基烯醛、烯酮和烯酸酯的方法。在有机碱的存在下用硫醇对卤代烯酸酯、卤代酮或卤代醛进行一锅处理，导致产生具有良好至极好收率的连位二硫代取代的羰基化合物或俘获系统。主要的反应方向很大程度上取决于所用碱的类型。图形概要
• The iron(III) chloride-mediated 1,4-addition of mercaptans to α,β-unsaturated ketones and esters under solvent free conditions
  作者：Cheng-Ming Chu、Wan-Ju Huang、Chaowei Lu、Pohsi Wu、Ju-Tsung Liu、Ching-Fa Yao

  DOI：10.1016/j.tetlet.2006.07.151

  日期：2006.10

  The 1,4-addition of various thiols to alpha,beta-unsaturated ketones was completed rapidly in the presence of a catalytic amount (2-3 mol %) of anhydrous iron(III) chloride under solvent free conditions and an air atmosphere. Anhydrous iron(III) chloride is more active than that of other ferric salts. With more reactive and/or less steric reagents (1a-c and/or 2a-2c), expeditious conditions (short reaction times at room temperature) could be employed. With less reactive and/or steric reagents (1d-g and/or 2d-e), a slight increase in reaction time was required, but high yields were obtained. The FeCl3 catalyst causes preferential interactions with alpha,beta-unsaturated ketones present in the reaction. (c) 2006 Published by Elsevier Ltd.