ethyl (E)-4-oxo-2-octenoate | 145653-56-1

• 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: ethyl (E)-4-oxo-2-octenoate
• 英文别名: ethyl 4-oxo-oct-2E-enoate；ethyl 4-oxooct-2-enoate；4-oxo-oct-2t-enoic acid ethyl ester；4-Oxo-oct-2t-ensaeure-aethylester；ethyl (2E)-4-oxo-2-octenoate；ethyl (E)-4-oxooct-2-enoate
• CAS: 145653-56-1
• 化学式: C₁₀H₁₆O₃
• 分子量: 184.235
• InChiKey: FKIPMHAKVUNNPS-BQYQJAHWSA-N

物化性质

• 沸点：
  274.0±23.0 °C(Predicted)
• 密度：
  0.980±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl (E)-4-oxo-2-octenoate 在 palladium on activated charcoal 、 Lindlar's catalyst 、 乙醇 作用下， 生成 乙基4-氧代辛酸酯
  参考文献：
  名称：

  Ernest; Jelinkova, Collection of Czechoslovak Chemical Communications, 1959, vol. 24, p. 3341,3345

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl (2E,4E)-octa-2,4-dienoate 在 三乙基硅烷 、 4-二甲氨基吡啶 、 [5,10,15,20-tetra(2,6-dichlorophenyl)porphyrinato]cobalt(II) 、 氧气 、 乙酸酐 作用下， 以 二氯甲烷 、 异丙醇 为溶剂， 反应 11.0h， 生成 ethyl (E)-4-oxo-2-octenoate
  参考文献：
  名称：

  Novel Method for Preparation of 4-Oxo-2-alkenoic Acid Derivatives from 2,4-Alkadienoic Acid Derivatives by Cobalt(II) Porphyrin-catalyzed Oxygenation

  摘要：

  2,4-烯二烯酸衍生物，如酯、胺和腈，在有[5,10,15,20-四(2,6-二氯苯基)卟啉]钴(II)的催化量存在下，经过氧气和三乙基硅烷的氧化反应，转化为相应的4-氧-2-烯酸衍生物，并且产率较好，随后进行乙酰化。

  DOI：

  10.1246/cl.1992.2165

文献信息

• A Convenient and Chemoselective One-Pot Oxidation/Wittig Reaction for the C₂-Homologation of Carbohydrate-Derived Glycols
  作者：Fernando R. Pinacho Crisóstomo、Romen Carrillo、Tomás Martín、Fernando García-Tellado、Víctor S. Martín

  DOI：10.1021/jo051566e

  日期：2005.11.1

  A simple and convenient one-pot protocol for the chemoselective C2-homologation of carbohydrate-derived glycols is described. The method comprises the chemoselective oxidation of the glycol to the corresponding hydroxyaldehyde and the subsequent Wittig alkenylation. In addition, the method does not need selective protective group manipulation, and it is safe, economical, fast (5 to 6 h), and bench-friendly

  描述了一种简单且方便的一锅操作规程，用于碳水化合物衍生的二醇的化学选择性C 2-同源。该方法包括将二醇化学选择性氧化成相应的羟基醛和随后的Wittig烯基化。此外，该方法不需要选择性的保护基操作，并且安全，经济，快速（5至6小时）且易于使用。讨论了其一般用途。
• A novel deoxygenation–isomerization reaction of 4-hydroxy-2-ynoic esters and γ-hydroxy-α,β-ynones
  作者：Cheng Guo、Xiyan Lu

  DOI：10.1039/c39930000394

  日期：——

  (2E, 4E)-Dienoic esters and (E,E)-α,β:γ,δ-dienones have been stereoselectively synthesized from 4-hydroxy-2-ynoic esters and γ-hydroxy-α,β-ynones by their reactions with triphenylphosphine under mild conditions.

  (2E, 4E)-Dienoic esters and (E,E)-α,β:γ,δ-dienones have been stereoselectlectively synthesured from 4-hydroxy-2-ynoic esters and γ-hydroxy-α,β-ynones by their reactions with triphenylphosphine under mild conditions.
• Potential Antimicrobial Agents. III. 4-Methylamino-2,4-alkadienoic Acid γ-Lactams¹
  作者：HENRY M. WALTON

  DOI：10.1021/jo01354a025

  日期：1957.3
• In situ oxidative diol cleavage–Wittig processes
  作者：Helen S. Outram、Steven A. Raw、Richard J.K. Taylor

  DOI：10.1016/s0040-4039(02)01331-x

  日期：2002.8

  1,2-Diol cleavage followed by in situ trapping of the resulting aldehyde with a stabilised phosphorane is described both manganese dioxide and silica-supported sodium periodate can be used as the heterogeneous oxidant, but the latter reagent is generally the most efficient. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Regioselective Hydroperoxygenation of Aralkanes and α,β‐Unsaturated Carbonyl Compounds Catalyzed by<i>N</i>‐Hydroxyphthalimide and 2,2′‐Azobis(4‐methoxy‐2,4‐dimethylvaleronitrile)
  作者：Kazuhiro Sugamoto、Yoh‐ichi Matsushita、Takashi Yamamoto、Takanao Matsui

  DOI：10.1081/scc-200064901

  日期：2005.7

  Aerobic oxidation of aralkanes and alpha,beta-unsaturated carbonyl compounds in the presence of a catalytic amount of N-hydroxyphthalimide (NHPI) and 2,2'-Azobis(4-methoxy-2,4-dimethylvaleronitrile) (V-70) under 1 atmos. of oxygen at 30 degrees C gave alpha-hydroperoxyaralkanes and gamma-hydroperoxy-alpha, beta-unsaturated carbonyl compounds, respectively.