1-(6-butyl-3,4-dihydro-2H-pyran-2-yl)pentan-1-one | 1275592-71-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(6-butyl-3,4-dihydro-2H-pyran-2-yl)pentan-1-one
• 英文别名: 1-(6-butyl-3,4-dihydro-2H-pyran-2-yl)pentanone
• CAS: 1275592-71-6
• 化学式: C₁₄H₂₄O₂
• 分子量: 224.343
• InChiKey: RQEHHCWOZQMSNU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-庚烯-3-酮 在 Jones reagent 、 对苯二酚 作用下， 反应 3.0h， 以57.1%的产率得到1-(6-butyl-3,4-dihydro-2H-pyran-2-yl)pentan-1-one
  参考文献：
  名称：

  6-Alkyl-3,4-dihydro-2H-pyrans: Chemical Secretion Compounds in Neotropical Harvestmen

  摘要：

  The defensive, secretions, of five neotropical) species of harvestmen, (Opiliones: Gonyleptidae) from the Brazilian Atlantic Forest were analyzed and chemically characterized by GC-MS and NMR Methods. Three of the species, Cobania picea, Roweria virescens, and Serracutisoma proximum, secrete a mixture of 2,3-dimethyl-1,4-benzoquinone and 2-ethyl-3methyl-1,4,4-benzoquinone. The secretions produced,by the Other two species Iporangaia pustulosa and Neosadocus maximus, contain 1-hepten-3-one, 5-methyl-1-hexen-3-one, and 1-(6-butyl-3,4-dihydro-2H-pyran-2-yl)pentanone. (1)as major components, as well as,2,3-dimethyl-1.,4-benzoquinone and 2-ethyl-3 methyl-1,4-benzoquinone as minor,constituents. The. dihydropyran 1-(6-butyl-3,4-dihydro-2H-pyran-2-yl)pentanone (1) is a new natural product, composed of two 1-hepten-3-one, subunits formally linked in a hetero-Diels-Alder reaction. The natural product was proven to be racemic, and its biogenetic origin is discussed.

  DOI：

  10.1021/np100719f

文献信息

• 6-Alkyl-3,4-dihydro-2<i>H</i>-pyrans: Chemical Secretion Compounds in Neotropical Harvestmen
  作者：Daniele F. O. Rocha、Kerry Hamilton、Caroline C. S. Gonçalves、Glauco Machado、Anita J. Marsaioli

  DOI：10.1021/np100719f

  日期：2011.4.25

  The defensive, secretions, of five neotropical) species of harvestmen, (Opiliones: Gonyleptidae) from the Brazilian Atlantic Forest were analyzed and chemically characterized by GC-MS and NMR Methods. Three of the species, Cobania picea, Roweria virescens, and Serracutisoma proximum, secrete a mixture of 2,3-dimethyl-1,4-benzoquinone and 2-ethyl-3methyl-1,4,4-benzoquinone. The secretions produced,by the Other two species Iporangaia pustulosa and Neosadocus maximus, contain 1-hepten-3-one, 5-methyl-1-hexen-3-one, and 1-(6-butyl-3,4-dihydro-2H-pyran-2-yl)pentanone. (1)as major components, as well as,2,3-dimethyl-1.,4-benzoquinone and 2-ethyl-3 methyl-1,4-benzoquinone as minor,constituents. The. dihydropyran 1-(6-butyl-3,4-dihydro-2H-pyran-2-yl)pentanone (1) is a new natural product, composed of two 1-hepten-3-one, subunits formally linked in a hetero-Diels-Alder reaction. The natural product was proven to be racemic, and its biogenetic origin is discussed.