trans-2-hexadecen-1-al-4-one | 75308-15-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: trans-2-hexadecen-1-al-4-one
• 英文别名: (E)-4-Oxohexadec-2-enal
• CAS: 75308-15-5
• 化学式: C₁₆H₂₈O₂
• 分子量: 252.397
• InChiKey: YIFIWKFEZFNKJJ-WYMLVPIESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  18
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  trans-2-hexadecen-1-al-4-one 以28%的产率得到
  参考文献：
  名称：

  DAURIA, M.;DE, MICO, A.;PIANCATELLI, G.;SCETTRI, A., TETRAHEDRON, 1982, 38, N 11, 1661-1666

  摘要：

  DOI：
• 作为产物：
  描述：

  2-正十二基呋喃 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 以60%的产率得到trans-2-hexadecen-1-al-4-one
  参考文献：
  名称：

  呋喃衍生物对α，β-不饱和γ-二羰基化合物的氧化开环作用，是合成3-氧代环戊烯的有用中间体

  摘要：

  易于通过氯铬酸吡啶鎓与烷基呋喃反应获得的α，β-不饱和γ-二羰基化合物是快速合成3-氧代-环戊烯的有趣原料。

  DOI：

  10.1016/0040-4020(80)88010-0

文献信息

• A facile route to 5-alkyl-2(3H)-furanones by photoisomerisation of enedicarbonyl compounds
  作者：M. D'Auria、A. De Mico、G. Piancatelli、A. Scettri

  DOI：10.1016/0040-4020(82)80143-9

  日期：1982.1

  A new and useful synthesis of a title compounds is reported. They can be obtained easily by photocyclization of enedicarbonyl compounds 3 and 4. A different behaviour, ascribed to the geometry of a double bond, is observed; 3 are converted only to butenolides 5, while trans-isomers 4 are converted into alkyl-furyl-ketones 5 and 6. A possible mechanism is described.

  报道了标题化合物的新的和有用的合成。它们可以通过烯二羰基化合物3和4的光环化而容易地获得。观察到归因于双键的几何形状的不同行为。图3中的化合物仅转化为丁烯内酯5，而反式异构体4则转化为烷基-呋喃酮5和6。描述了一种可能的机制。
• Anti-oomycetes
  申请人：Arnold Norbert

  公开号：US20120129938A1

  公开（公告）日：2012-05-24

  The present invention relates to the use of compounds of general formula (I) or of a salt thereof as anti-oomycetes and to a method for combating plant pathogens using said compounds.

  本发明涉及使用通式(I)的化合物或其盐作为抗真菌物，并提供了使用该化合物对抗植物病原体的方法。
• Antioomycete Activity of γ-Oxocrotonate Fatty Acids against<i>P. infestans</i>
  作者：Lennart Eschen-Lippold、Tobias Draeger、Axel Teichert、Ludger Wessjohann、Bernhard Westermann、Sabine Rosahl、Norbert Arnold

  DOI：10.1021/jf902067k

  日期：2009.10.28

  Infections with Phytophthora infestans, the causal agent of potato and tomato late blight disease, are difficult to control and can lead to considerable agricultural losses. Thus, the development of new effective agents against the pathogen is of great interest. In previous work, (E)-4-oxohexadec-2-enoic acid (3) was isolated from Hygrophorus eburneus, which exhibited fungicidal activity against Cladosporium cucumerinum. Here, the inhibitory effect of 3 on P. infestans spore germination and mycelium growth in vitro is demonstrated. The in vivo effect on infections of whole potato plants was investigated by spraying plants with the sodium salt of 3, sodium (2E)-4-oxohexadec-2-enoic acid (4), prior to P. infestans inoculation. Additionally, the influence of 3 on mycelium growth of Colletotrichum coccodes, the causal agent of potato black dot disease, was analyzed. In all approaches, a significant inhibition of pathogen development was achieved. Importantly, the unsaturated fatty acid exerted no toxic effect when sprayed on plants, a prerequisite for its commercial use.
• DAURIA M.; PIANCATELLI G.; SSETTRI A., SYNTHESIS, 1980, NO 3, 245-247
  作者：DAURIA M.、 PIANCATELLI G.、 SSETTRI A.

  DOI：——

  日期：——
• PIANCATELLI G.; SSETTRI A.; DAURIA M., TETRAHEDRON, 1980, 36, NO 5, 661-663
  作者：PIANCATELLI G.、 SSETTRI A.、 DAURIA M.

  DOI：——

  日期：——