3-乙基-庚-1,2-二烯 | 20395-19-1

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 中文名称: 3-乙基-庚-1,2-二烯
• 英文名称: 3-Aethyl-1,2-heptadien
• 英文别名: 3-ethyl-hepta-1,2-diene；3-Ethyl-1,2-heptadiene
• CAS: 20395-19-1
• 化学式: C₉H₁₆
• 分子量: 124.226
• InChiKey: NUDNPSBJOYZDIB-UHFFFAOYSA-N

物化性质

• 沸点：
  146-147 °C
• 密度：
  0.7662 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  3-乙基-庚-1,2-二烯 在 Sharpless β-AD mix 作用下， 生成 3-乙基-3-羟基-2-庚酮
  参考文献：
  名称：

  Asymmetric dihydroxylation of disubstituted allenes

  摘要：

  Asymmetric dihydroxylation of 1,1-disubstituted and 1,3-disubstituted allenes can be used to synthesize chiral alpha-hydroxy ketones. We have also obtained alpha,alpha'-dihydroxy ketones with high enantioselectivity from 1,3-disubstituted allenes. Low conversion of the dihydroxylation of chiral allenes can be used as a kinetic resolution of sterically hindered allenes. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.09.138
• 作为产物：
  描述：

  3-庚酮 在 lithium aluminium tetrahydride 、 三氯化铝 作用下， 生成 3-乙基-庚-1,2-二烯
  参考文献：
  名称：

  Asymmetric dihydroxylation of disubstituted allenes

  摘要：

  Asymmetric dihydroxylation of 1,1-disubstituted and 1,3-disubstituted allenes can be used to synthesize chiral alpha-hydroxy ketones. We have also obtained alpha,alpha'-dihydroxy ketones with high enantioselectivity from 1,3-disubstituted allenes. Low conversion of the dihydroxylation of chiral allenes can be used as a kinetic resolution of sterically hindered allenes. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.09.138

文献信息

• Ruthenium Catalyzed C−C Bond Formation via Transfer Hydrogenation: Branch-Selective Reductive Coupling of Allenes to Paraformaldehyde and Higher Aldehydes
  作者：Ming-Yu Ngai、Eduardas Skucas、Michael J. Krische

  DOI：10.1021/ol800836v

  日期：2008.7.3

  Under the conditions of ruthenium-catalyzed transfer hydrogenation employing 2-propanol as the terminal reductant, 1,1-disubstituted allenes 1a- h engage in reductive coupling to paraformaldehyde to furnish homoallylic alcohols 2a- h. Under identical transfer hydrogenation conditions, 1,1-disubstituted allenes engage in reductive coupling to aldehydes 3a- f to furnish homoallylic alcohols 4a- n. In

  在使用2-丙醇作为末端还原剂的钌催化转移氢化的条件下，1,1-二取代的丙二烯1a-h参与与多聚甲醛的还原偶联以提供高烯丙醇2a-h。在相同的转移氢化条件下，1,1-二取代的丙二烯与醛 3a-f 还原偶联得到高烯丙醇 4a-n。在所有情况下，还原偶联都以支链区域选择性发生，以提供带有全碳季中心的同烯丙醇。
• Asymmetric dihydroxylation of disubstituted allenes
  作者：Steven A. Fleming、Renmao Liu、J. Ty Redd

  DOI：10.1016/j.tetlet.2005.09.138

  日期：2005.11

  Asymmetric dihydroxylation of 1,1-disubstituted and 1,3-disubstituted allenes can be used to synthesize chiral alpha-hydroxy ketones. We have also obtained alpha,alpha'-dihydroxy ketones with high enantioselectivity from 1,3-disubstituted allenes. Low conversion of the dihydroxylation of chiral allenes can be used as a kinetic resolution of sterically hindered allenes. (c) 2005 Elsevier Ltd. All rights reserved.