3-(2-甲基庚-6-烯-3-炔-2-氧基)丙腈 | 81548-84-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-(2-甲基庚-6-烯-3-炔-2-氧基)丙腈
• 英文名称: 3-(2-Methylhept-6-en-3-yn-2-yloxy)propanenitrile
• CAS: 81548-84-7
• 化学式: C₁₁H₁₅NO
• 分子量: 177.246
• InChiKey: IGUPXLAKQHIXQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(2-甲基庚-6-烯-3-炔-2-氧基)丙腈 、 六氯环戊二烯 在 对苯二酚 作用下， 生成
  参考文献：
  名称：

  Diels–Alder Reaction of Polychlorocyclopentadienes with Vinyl-and Allylacetylene Dienophiles

  摘要：

  Diels-Alder reactions of 1,2,3,4-tetrachloro-, 1,2,3,4-tetrachloro-5,5-dimethoxy-, and hexachlorocyclopentadienes with vinyl- and allylacetylene dienophiles were studied. Kinetic parameters of these reactions were determined, and the cycloaddition processes were assigned to the "neutral" type involving symmetric arrangement of the highest occupied and lowest unoccupied molecular orbitals of the diene and dienophile. Vinylacetylene derivatives were found to be more reactive than allylacetylenes. Increase in the number of chlorine atoms in the bicycloheptene fragment of the adduct favors its acetylene-allene isomerization.

  DOI：

  10.1023/b:rujo.0000045182.48103.82

文献信息

• Veliev, M. G.; Chalabieva, A. Z.; Gakhramanov, R. F., Russian Journal of Organic Chemistry, 1994, vol. 30, # 1.1, p. 42 - 48
  作者：Veliev, M. G.、Chalabieva, A. Z.、Gakhramanov, R. F.、Mustafaev, A. M.

  DOI：——

  日期：——
• Diene Condensation of Cyclopentadiene with Dienophiles of Allylacetylene Series
  作者：M. G. Veliev、A. Z. Chalabieva、M. I. Shatirova、E. G. Akperova

  DOI：10.1023/b:rujo.0000003159.15212.50

  日期：2003.6

  Diene condensation of cyclopentadiene with 2-substituted allylacetylenes occurs nonselectively at a double and triple bonds; therewith the dienophile activity grows in parallel with the electron-withdrawing properties of the substituent. Depending on electronic character of functional groups the reaction proceeds as ''neutral" diene synthesis. The relative activity of cyclopentadiene and 1,3-cyclohexadiene in reactions with allylacetylenes is essentially governed by the different distance between the 1,4-reactive sites in these systems.
• ——
  作者：M.G. Veliev、A.Z. Zhalobieva、M.I. Shatirova、E.Sh. Mamedov、I.M. Mamedov

  DOI：10.1023/a:1012326912373

  日期：——

  Diene condensations of hexachlorocyclopentadiene and 5,5-dimethoxytetrachlorocyclopentadiene were carried out with dienophiles of allylacetylene series. The reaction was demonstrated to proceed stercospecifically yielding adducts of the endo-configuration. The reactivity of functionalized allylacetylene compounds in the diene synthesis with hexachlorocyclopentadiene was studied, and the reaction was established to occur by the type of a "neutral" diene synthesis. It was established that the Faworsky decomposition of polychlorobicyclic alcohols containing in the side chain a triple bond adjacent to a methylene group occurred with acetylene-allene isomerization.
• Veliev; Chalabieva; Akperova, Russian Journal of Organic Chemistry, 1996, vol. 32, # 3, p. 353 - 355
  作者：Veliev、Chalabieva、Akperova、Mamedov、Mamedov

  DOI：——

  日期：——