2-methylsulfanylcyclopent-2-en-1-one | 60887-85-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-methylsulfanylcyclopent-2-en-1-one
• 英文别名: 2-(methylthio)-2-cyclopentenone；2-Methylmercapto-2-cyclopent-1-on；2-(Methylsulfanyl)cyclopent-2-en-1-one
• CAS: 60887-85-6
• 化学式: C₆H₈OS
• 分子量: 128.195
• InChiKey: XJWLUVSHTRWHFW-UHFFFAOYSA-N

物化性质

• 沸点：
  252.0±30.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  2-(p-tolylthio)cyclopentanone 在 苄基三乙基氯化铵 selenium(IV) oxide 、 双氧水 、 potassium carbonate 作用下， 以 二氯甲烷 、 苯 为溶剂， 生成 2-methylsulfanylcyclopent-2-en-1-one
  参考文献：
  名称：

  Phase Transfer Catalysis (PTC) Sulfanylation of Some 2-Methylsulfinyl-Cyclanones

  摘要：

  The sulfanylation reactions of 2-methylsulfinylated cyclopentanone, 1-indanone, and cyclohexanone by a PTC procedure are reported and the yields and diastereoselectivity compared to those obtained by the homogeneousphase method. The stability of the sulfanylated methylsulfinyl derivatives at room temperature versus the instability of the p-tolylsulfinyl derivatives is also reported.

  DOI：

  10.1021/jo048751x

文献信息

• 2-SUBSTITUTED 2-CYCLOPENTENONE AND CARCINOSTATIC AGENT AND OSTEOGENESIS PROMOTER CONTAINING THE SAME AS ACTIVE INGREDIENT
  申请人：TEIJIN LIMITED

  公开号：EP0448726A1

  公开（公告）日：1991-10-02

  A 2-substituted 2-cyclopentenone of formula (I) and a carcinostatic agent and an osteogenesis promoter containing the same as the active ingredient.

  式(I)的 2-取代 2-环戊烯酮和含有相同活性成分的致癌剂和成骨促进剂。
• Stereocontrolled total synthesis of (.+-.)-pentenomycins. I-III, their epimers, and dehydropentenomycin I
  作者：Amos B. Smith、Stephen J. Branca、Nancy N. Pilla、Michael A. Guaciaro

  DOI：10.1021/jo00349a009

  日期：1982.5
• Preparation of α-Sulfenyl Enones by Thermal Fragmentation of β-Sulfenyl Enol Triflates
  作者：John Hynes、Talal Nasser、Larry E. Overman、Donald A. Watson

  DOI：10.1021/ol017303y

  日期：2002.3.1

  [GRAPHICS]The synthetic scope and mechanism of the fragmentation of cyclic beta-sulfenyl enol triflates to give alpha-sulfenyl enones are described. This transformation is the central step in a mild, functional group-tolerant method for preparing alpha-sulfenyl enones.
• US5338844A
  申请人：——

  公开号：US5338844A

  公开（公告）日：1994-08-16
• Phase Transfer Catalysis (PTC) Sulfanylation of Some 2-Methylsulfinyl-Cyclanones
  作者：Blanka Wladislaw、Mauro Alves Bueno、Liliana Marzorati、Claudio Di Vitta、Júlio Zukerman-Schpector

  DOI：10.1021/jo048751x

  日期：2004.12.1

  The sulfanylation reactions of 2-methylsulfinylated cyclopentanone, 1-indanone, and cyclohexanone by a PTC procedure are reported and the yields and diastereoselectivity compared to those obtained by the homogeneousphase method. The stability of the sulfanylated methylsulfinyl derivatives at room temperature versus the instability of the p-tolylsulfinyl derivatives is also reported.