2-(trichloromethyl)-2,3-dihydro-4H-pyran-4-one | 134387-54-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 2-(trichloromethyl)-2,3-dihydro-4H-pyran-4-one
• 英文别名: 2-tirchloromethyl-2,3-dihydropyran-4-one；2-(trichloromethyl)-2,3-dihydropyran-4-one
• CAS: 134387-54-5
• 化学式: C₆H₅Cl₃O₂
• 分子量: 215.463
• InChiKey: DHUZBBUBVSPOFJ-UHFFFAOYSA-N

物化性质

• 沸点：
  270.1±30.0 °C(predicted)
• 密度：
  1.559±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.23
• 重原子数：
  11.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  甲醇 、 2-(trichloromethyl)-2,3-dihydro-4H-pyran-4-one 生成 trans-2-methoxy-6-trichloromethyltetrahydropyran-4-one 、 cis-2-methoxy-6-trichloromethyltetrahydropyran-4-one
  参考文献：
  名称：

  Cycloaddition of 1-Methoxy-3-trimethylsilyloxybutadiene with Halogenated Carbonyl Compounds

  摘要：

  Cycloadditions of 1-methoxy-3-trimethylsilyloxy-1,3-butadiene (1) with halogenated carbonyl compounds (2) yielded corresponding substituted tetrahydro- and/or dihydropyran-4-ones (3 and/or 4). Lewis acids were found to be effective as catalysts. Reactions with less reactive carbonyl compounds (2c,d) afforded p-hydroxyacetophenone (5) produced by cyclodimerization of 1. Stereochemistry of the adducts was deduced by H-1 nmr spectroscopy.

  DOI：

  10.3987/com-90-5625
• 作为产物：
  描述：

  2-methoxy-6-trichloromethyl-4-trimethylsilyloxy-5,6-dihydro-2H-pyran 以92%的产率得到2-(trichloromethyl)-2,3-dihydro-4H-pyran-4-one
  参考文献：
  名称：

  Cycloaddition of 1-Methoxy-3-trimethylsilyloxybutadiene with Halogenated Carbonyl Compounds

  摘要：

  Cycloadditions of 1-methoxy-3-trimethylsilyloxy-1,3-butadiene (1) with halogenated carbonyl compounds (2) yielded corresponding substituted tetrahydro- and/or dihydropyran-4-ones (3 and/or 4). Lewis acids were found to be effective as catalysts. Reactions with less reactive carbonyl compounds (2c,d) afforded p-hydroxyacetophenone (5) produced by cyclodimerization of 1. Stereochemistry of the adducts was deduced by H-1 nmr spectroscopy.

  DOI：

  10.3987/com-90-5625

文献信息

• Design of a Brønsted acid with two different acidic sites: synthesis and application of aryl phosphinic acid–phosphoric acid as a Brønsted acid catalyst
  作者：N. Momiyama、T. Narumi、M. Terada

  DOI：10.1039/c5cc06787a

  日期：——

  A Brønsted acid with two different acidic sites, aryl phosphinic acid–phosphoric acid, was synthesized and its catalytic performance was assessed.

  一种具有两个不同酸性位点的Brønsted酸，芳基膦酸-磷酸，已合成并评估了其催化性能。