4-oxo-pent-2c-enoic acid | 2833-21-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 4-oxo-pent-2c-enoic acid
• 英文别名: 4-Oxo-pent-2c-ensaeure；cis-β-Acetyl-acrylsaeure；cis-Acetylacrylic acid；(Z)-4-oxopent-2-enoic acid
• CAS: 2833-21-8
• 化学式: C₅H₆O₃
• 分子量: 114.101
• InChiKey: XGTKSWVCNVUVHG-IHWYPQMZSA-N

物化性质

• 熔点：
  122 °C
• 沸点：
  269.7±23.0 °C(Predicted)
• 密度：
  1.183±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2918300090

反应信息

• 作为产物：
  描述：

  (E)-4-氧代-2-戊烯酸乙酯 在 盐酸 作用下， 以 溶剂黄146 为溶剂， 生成 4-oxo-pent-2c-enoic acid
  参考文献：
  名称：

  Kuchar,M., Collection of Czechoslovak Chemical Communications, 1968, vol. 33, # 3, p. 880 - 893

  摘要：

  DOI：

文献信息

• The effect of metal ions on the reaction of hydrogen peroxide with Kraft lignin model compounds
  作者：Yujun Sun、Michael Fenster、Annie Yu、Richard M Berry、Dimitris S Argyropoulos

  DOI：10.1139/v99-036

  日期：1999.6.1

  Peroxide bleaching is significantly affected by transition and alkaline earth metals. Isolating the effects of different transition and alkaline earth metals on the reactions of peroxide with different representative lignin structures allows the separation of the positive from the negative contributions of these metal ions. In this work, five monomeric or dimeric phenolic lignin model compounds were treated with alkaline hydrogen peroxide in the absence or presence of Mn²⁺, Cu²⁺, Fe³⁺, and Mg²⁺. We followed the disappearance of the starting material and the progress of demethylation, radical coupling and oxalic acid formation were followed. Transition metals increased the reactivities of all the lignin model compounds with hydrogen peroxide in the order Mn²⁺ > Cu²⁺ > Fe³⁺, which is the same as the order of activity toward peroxide decomposition while Mg²⁺ stabilized the system. Demethylation, radical coupling, and oxalic acid formation were all increased by the presence of transition metals in the system and decreased by the addition of Mg²⁺. The acceleration of the total degree of reaction and of the demethoxylation reactions improves peroxide bleaching, but the increase in the radical coupling reactions can affect the further bleachability of pulp while the increase in the formation of oxalic acid could lead to a greater probability of scaling.Key words: lignins, hydrogen peroxide, peroxide bleaching, reactivity, chemical pulps, metal compounds, alkali treatment, transition metals, delignification.

  过氧化物漂白受过渡金属和碱土金属的显着影响。隔离不同过渡金属和碱土金属对过氧化物与不同典型木质素结构反应的影响，可以将这些金属离子的正面和负面贡献分开。在这项工作中，五种单体或二聚酚酚木质素模型化合物在缺乏或存在Mn²⁺、Cu²⁺、Fe³⁺和Mg²⁺的碱性过氧化氢中处理。我们跟踪了起始物质的消失以及去甲基化、自由基偶联和草酸形成的进展。过渡金属按Mn²⁺ > Cu²⁺ > Fe³⁺的顺序增加了所有木质素模型化合物与过氧化氢的反应性，这与对过氧化物分解活性的顺序相同，而Mg²⁺稳定了系统。过渡金属的存在增加了体系中所有木质素模型化合物的去甲基化、自由基偶联和草酸形成，并且Mg²⁺的加入则减少了这些反应。总反应程度和去甲氧基化反应的加速改善了过氧化物漂白，但自由基偶联反应的增加可能会影响纸浆的进一步漂白性，而草酸形成的增加可能会导致更大的结垢概率。关键词：木质素、过氧化氢、过氧化物漂白、反应性、化学纸浆、金属化合物、碱处理、过渡金属、脱木质素。
• Preparation of cis-.beta.-acetylacrylic acid
  作者：Stanley seltzer、Kenneth D. Stevens

  DOI：10.1021/jo01271a020

  日期：1968.5
• C–C-bond formation in reactions of [(η5-C5H4SiMe3)2Ti(C☰CR1)2]CuR with acyl chlorides and anhydrides
  作者：W Frosch

  DOI：10.1016/s0022-328x(00)00793-2

  日期：2001.4.22

  The chemical behaviour of selected [Ti](C equivalent to CR1)(2)}CuR complexes (la: R-1 = SiMe3, R = CH3: Ib: R-1 = Bu-t, R = CH3; Ic: R-1 = Bu-t, R = C equivalent to CSiMe3) towards a number of different acyl chlorides and anhydrides is described. The reaction of la or Ib with (RC)-C-2(O)Cl (2a: R-2 = CH3, 2b: R-2 = C6H5) produces the ketones (RC)-C-2(O)R (4a: a = R-2 = CH3; 4b: R = CH3, R-2 = C6H5; 4c: R = C equivalent to CSiMe3, R-2 = CH3, 4d: R = C equivalent to CSiMe3, R-2 = C6H5) along with [Ti](C equivalent to CR1)(2)}CuCl (3a: R-1 = SiMe3, 3b: R-1 = Bu-t). However, on treatment of Ih or Ic with [CH3C(O)](2)O (5a) the ketones 4a or 4c are formed along with the copper(I) acetate complex [Ti](C equivalent toC(t)Bu)(2)}CuOC(O)CH3 (6), white the reaction of Ib or Ic with CH3CO2H (5b) yields methane and 6. In addition, when lb or Ic are reacted with maleic (7), phthalic (9a) or tetrachlorophthalic anhydride (9b) the copper(I carboxylates [Ti](C equivalent toC(t)Bu)(2)}CuOC(O)-cis-CH=CH-C(O)R (8a: R = CH3, 8b: R = C equivalent to CSiMe3) and [Ti](C equivalent toC(t)Bu)(2)}CuOC(O)-C6H4-nCln-2-C(O)R (10a: n = 0, R = CH3; 10b: ii = 0, R = C equivalent to CSiMe3: 10c: n = 4, R = C equivalent to CSiMe3) are produced, which upon addition of, e.g. HBr afford via cleavage of the copper-oxygen sigma -bond [Ti](C equivalent toC(t)Bu)(2)}CuBr (3c) and the corresponding carboxylic acids cis-HO2C-CH=CH-C(O)CH3 (11a) or HO2C-C6H4-2C(O)CH3 (11b), respectively. (C) 2001 Elsevier Science B.V. All rights reserved.
• Schenck, Justus Liebigs Annalen der Chemie, 1953, vol. 584, p. 156,170, 171, 175
  作者：Schenck

  DOI：——

  日期：——
• Kuchar,M., Collection of Czechoslovak Chemical Communications, 1968, vol. 33, # 3, p. 880 - 893
  作者：Kuchar,M.

  DOI：——

  日期：——