3-(1-phenylethyl)-5H-furan-2-one | 143994-16-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: 3-(1-phenylethyl)-5H-furan-2-one
• 英文别名: 3-(1-phenylethyl)furan-2(5H)-one；4-(1-phenylethyl)-2H-furan-5-one
• CAS: 143994-16-5
• 化学式: C₁₂H₁₂O₂
• 分子量: 188.226
• InChiKey: LLBGHIZIJSLPCN-UHFFFAOYSA-N

物化性质

• 沸点：
  348.4±21.0 °C(Predicted)
• 密度：
  1.154±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  3-(1-phenylethyl)-5H-furan-2-one 以42%的产率得到
  参考文献：
  名称：

  Muraoka Osamu, Tanabe Genzoh, Sano Kyohko, Minematsu Toshie, Momose Takef+, J. Chem. Soc. Dalton Trans, (1994) N 13, S 1833-1845

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-α-(α-methylbenzylidene)-γ-butyrolactone 在 palladium on activated charcoal sodium periodate 、 氢气 作用下， 以 四氢呋喃 、 水 、 溶剂黄146 、 甲苯 为溶剂， 生成 3-(1-phenylethyl)-5H-furan-2-one
  参考文献：
  名称：

  A Breakthrough for the Photochemical Arylation in the 3-(Phenylmethyl)-2(5H)-furanone system Leading to the Tetrahydroindenofuranone System

  摘要：

  The photochemistry of the 'central methane'-substituted 3-benzyl-2(5H)-furanone system (1) is described. Despite its di-pi-methane structure, photochemical arylation was found to predominate in place of the di-pi-methane rearrangement, and gave substituted tetrahydroindenofuranones (2) in good yields.

  DOI：

  10.3987/com-92-6034

文献信息

• The bioinspired design of a reagent allows the functionalization of C_α–H of α,β-unsaturated carbonyl compounds via the Baylis–Hillman chemistry under ambient conditions
  作者：Palwinder Singh、Arun Kumar、Sukhmeet Kaur、Jagroop Kaur、Harpreet Singh

  DOI：10.1039/c5cc08830e

  日期：——

  A rationally designed reagent capable to affect alkylation at C[small alpha] of [small alpha], [small beta]-unsaturated carbonyl compounds is reported. The reaction proceeded at room temperature without any additives. The pH and H-Bond...

  报道了合理设计的试剂，其能够影响[小α]，[小β]-不饱和羰基化合物的C [小α]处的烷基化。反应在室温下进行，没有任何添加剂。pH和H键...
• 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.