α-methylsulfinylcyclopentanone | 67170-64-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 亚砜
• 英文名称: α-methylsulfinylcyclopentanone
• 英文别名: (+/-)-2-methylsulfinylcyclopentanone；2-(Methanesulfinyl)cyclopentan-1-one；2-methylsulfinylcyclopentan-1-one
• CAS: 67170-64-3
• 化学式: C₆H₁₀O₂S
• 分子量: 146.21
• InChiKey: SGPUEXUFCRDCTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  53.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲基硫代磺酸甲酯 、 α-methylsulfinylcyclopentanone 在 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 5.5h， 以84%的产率得到(+/-)-(2R,SR)-2-methylsulfanyl-2-methylsulfinylcyclopentanone
  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
• 作为产物：
  描述：

  2-(methylthio)cyclopentanone 在 sodium periodate 作用下， 以72%的产率得到α-methylsulfinylcyclopentanone
  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

• Kano, Shinzo; Shibuya, Shiroshi; Yuasa, Yoko, Journal of Heterocyclic Chemistry, 1980, vol. 17, # 6, p. 1559 - 1561
  作者：Kano, Shinzo、Shibuya, Shiroshi、Yuasa, Yoko

  DOI：——

  日期：——
• KANO SHINZO; SHIBUYA SHIROSHI; YUASA YOKO, J. HETEROCYCL. CHEM., 1980, 17, NO 7, 1559-1561
  作者：KANO SHINZO、 SHIBUYA SHIROSHI、 YUASA YOKO

  DOI：——

  日期：——
• 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.