3-benzyl-3-(methanesulfanyl)tetrahydrofuran-2-one | 143994-40-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 3-benzyl-3-(methanesulfanyl)tetrahydrofuran-2-one
• 英文别名: 3-Benzyl-3-methylsulfanyloxolan-2-one
• CAS: 143994-40-5
• 化学式: C₁₂H₁₄O₂S
• 分子量: 222.308
• InChiKey: JGPWZIZVQNFCTB-UHFFFAOYSA-N

物化性质

• 沸点：
  390.6±35.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-benzyl-3-(methanesulfanyl)tetrahydrofuran-2-one 在 三乙烯二胺 、 sodium periodate 作用下， 以 甲醇 为溶剂， 反应 35.17h， 生成 trans-3-benzyl-4-(hydroxymethyl)tetrahydrofuran-2-one
  参考文献：
  名称：

  Furan-2(3H)- and 2(5H)-ones. Part 5. Photoreactions of 3-benzylfuran2(5H)-ones; cyclisation to indenofuranones

  摘要：

  The effect of substitution at the 'central methane' on the photoreactivity of 3-benzylfuran-2(5H)ones 5a-g was investigated. Despite its di-pi-methane structure, photochemical arylation was effected to give substituted indenofuranones 6 in good yields. Only the substitution by phenyl caused the di-pi-methane rearrangement to give a cyclopropanofuranone 18g in moderate yield.

  DOI：

  10.1039/p19940001833
• 作为产物：
  描述：

  3-(phenylmethyl)-2(5H)-furanone 在 三乙烯二胺 、 lithium cyclohexylisopropylamide 作用下， 反应 7.5h， 生成 3-benzyl-3-(methanesulfanyl)tetrahydrofuran-2-one
  参考文献：
  名称：

  Furan-2(3H)- and 2(5H)-ones. Part 5. Photoreactions of 3-benzylfuran2(5H)-ones; cyclisation to indenofuranones

  摘要：

  The effect of substitution at the 'central methane' on the photoreactivity of 3-benzylfuran-2(5H)ones 5a-g was investigated. Despite its di-pi-methane structure, photochemical arylation was effected to give substituted indenofuranones 6 in good yields. Only the substitution by phenyl caused the di-pi-methane rearrangement to give a cyclopropanofuranone 18g in moderate yield.

  DOI：

  10.1039/p19940001833

文献信息

• Furan-2(3H)- and 2(5H)-ones. Part 5. Photoreactions of 3-benzylfuran2(5H)-ones; cyclisation to indenofuranones
  作者：Osamu Muraoka、Genzoh Tanabe、Kyohko Sano、Toshie Minematsu、Takefumi Momose

  DOI：10.1039/p19940001833

  日期：——

  The effect of substitution at the 'central methane' on the photoreactivity of 3-benzylfuran-2(5H)ones 5a-g was investigated. Despite its di-pi-methane structure, photochemical arylation was effected to give substituted indenofuranones 6 in good yields. Only the substitution by phenyl caused the di-pi-methane rearrangement to give a cyclopropanofuranone 18g in moderate yield.