3-propyl-hex-4t-enal | 88056-88-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-propyl-hex-4t-enal
• 英文别名: (E)-3-propylhex-4-enal
• CAS: 88056-88-6
• 化学式: C₉H₁₆O
• 分子量: 140.225
• InChiKey: XCNYPKJCHZSRFQ-HWKANZROSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-propyl-hex-4t-enal 在 palladium on activated charcoal 氢气 作用下， 生成 3-propylhexanal
  参考文献：
  名称：

  The Steric Course of the Claisen Rearrangement

  摘要：

  An infrared study of the stereochemistry attending the Claisen rearrangement of cis- and trans-alpha,gamma-dimethylallyl and two other related vinyl ethers has shown that the reaction produces essentially only trans substituted allylacetaidehydes. The double bond in the o-Claisen rearrangement product of trans-alpha, gamma-dimethylallyl phenyl ether has also been demonstrated by infrared absorption to be predominantly trans. The transition state geometry of the Claisen rearrangement implied by these findings is discussed.

  DOI：

  10.1021/ja01502a057
• 作为产物：
  描述：

  (E)-hept-3-en-2-ol 在 sodium hydride 、 对苯二酚 作用下， 以 四氢呋喃 为溶剂， 65.0~150.0 ℃ 、2.0 kPa 条件下， 反应 15.0h， 生成 3-propyl-hex-4t-enal
  参考文献：
  名称：

  Preparation and rearrangement of trans-3-(allyloxy)acrylic acids: a Claisen sequence that avoids mercury catalysis

  摘要：

  DOI：

  10.1021/jo00174a064

文献信息

• VOGEL, DENNIS E.;BUCHI, GEORGE H., ORG. SYNTH.: ANNU. PUBL. SATISFACT. METH. PREP. ORG. CHEM. VOL. 66, NEW Y+
  作者：VOGEL, DENNIS E.、BUCHI, GEORGE H.

  DOI：——

  日期：——
• BUECHI, G.;VOGEL, D. E., J. ORG. CHEM., 1983, 48, N 26, 5406-5408
  作者：BUECHI, G.、VOGEL, D. E.

  DOI：——

  日期：——
• Preparation and rearrangement of trans-3-(allyloxy)acrylic acids: a Claisen sequence that avoids mercury catalysis
  作者：George Buechi、Dennis E. Vogel

  DOI：10.1021/jo00174a064

  日期：1983.12
• The Steric Course of the Claisen Rearrangement
  作者：Albert W. Burgstahler

  DOI：10.1021/ja01502a057

  日期：1960.9

  An infrared study of the stereochemistry attending the Claisen rearrangement of cis- and trans-alpha,gamma-dimethylallyl and two other related vinyl ethers has shown that the reaction produces essentially only trans substituted allylacetaidehydes. The double bond in the o-Claisen rearrangement product of trans-alpha, gamma-dimethylallyl phenyl ether has also been demonstrated by infrared absorption to be predominantly trans. The transition state geometry of the Claisen rearrangement implied by these findings is discussed.