戊-4-烯-2,3-二酮 | 91238-45-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 戊-4-烯-2,3-二酮
• 英文名称: Methylvinylglyoxal
• 英文别名: 1-pentene-3,4-dione；methyl vinyl 1,2-diketone；4-penten-2,3-dione；pentenedione；4-Pentene-2,3-dione；pent-4-ene-2,3-dione
• CAS: 91238-45-8
• 化学式: C₅H₆O₂
• 分子量: 98.1014
• InChiKey: DIZBESKOLJEDAW-UHFFFAOYSA-N

物化性质

• 沸点：
  130.6±13.0 °C(Predicted)
• 密度：
  0.977±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  7
• 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：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  戊-4-烯-2,3-二酮 、 1,2-丙二胺 以 氯仿 为溶剂， 反应 1.0h， 生成 2-ethenyl-3,5-dimethyl-5,6-dihydropyrazine 、 2-ethenyl-3,6-dimethyl-5,6-dihydropyrazine
  参考文献：
  名称：

  Preparation of ethenylpyrazines

  摘要：

  本发明涉及一种生成乙烯基吡嗪衍生物化合物的新工艺，包括在常温条件下将化学式为CH2-CH-CO-CO-CH3的二酮与1,2-二氨基丙烷反应。这种乙烯基吡嗪衍生物化合物具有烘烤和土腥的香气特征，可用于食品和饮料行业，特别是巧克力、糖果和咖啡。

  公开号：

  EP1384716A1
• 作为产物：
  描述：

  3-penten-2-ol 在 4-acetylamino-2,2,6,6-tetramethylpiperidine-N-oxyl 、 氧气 、 tetraphenylporphyrin 、 对甲苯磺酸 作用下， 以 四氯化碳 为溶剂， 生成 戊-4-烯-2,3-二酮
  参考文献：
  名称：

  Synthesis of vinyl 1,2-diketones

  摘要：

  A new route is outlined for preparation of vinyl 1,2-diketones via a three-step sequence. First, allylic alcohols are photooxidized by O-2 to hydroperoxides, which are reduced to vinyl 1,2-diols. These vinyl 1,2-diols are oxidized to vinyl 1,2-diketones with oxoammonium salts, which are prepared in situ from organic nitroxyl radicals. The new route is short, avoids the use of protecting groups, and is generally applicable to obtain aliphatic or aromatic vinyl 1,2-diketones. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2004.03.157

文献信息

• Exploratory studies toward the synthesis of the peroxylactone unit of plakortolides
  作者：Bogdan Barnych、Jean-Michel Vatèle

  DOI：10.1016/j.tet.2012.03.024

  日期：2012.5

  Our efforts in construction the 1,2-dioxane ring of plakortolides through two approaches are described. The first one involved as a key step an acid catalyzed 6-endo ring closure of beta-hydroperoxy trans-epoxides directed by a vinyl group adjacent to the epoxide function. By this route, an advanced intermediate of plakortolides was obtained in six steps and 35% overall yield. The second approach featured a 1,2-dioxane ring forming by a double opening of bis-epoxides by ethereal hydrogen peroxide. This reaction did not proceed in the expected sense and exclusive formation of hydroperoxy tetrahydropyran derivatives was observed via a tandem oxacyclization-hydroperoxidation sequence. (C) 2012 Elsevier Ltd. All rights reserved.
• Kramme, Roland; Martin, Hans-Dieter; Mayer, Bernhard, Angewandte Chemie, 1986, vol. 98, # 12, p. 1134 - 1136
  作者：Kramme, Roland、Martin, Hans-Dieter、Mayer, Bernhard、Weimann, Ralf

  DOI：——

  日期：——
• Ring fragmentation reactions in the photooxidations of toluene and o-xylene
  作者：P. B. Shepson、E. O. Edney、E. W. Corse

  DOI：10.1021/j150662a053

  日期：1984.8
• Synthesis of vinyl 1,2-diketones
  作者：Lothar W. Habel、Sigrid De Keersmaecker、Joos Wahlen、Pierre A. Jacobs、Dirk E. De Vos

  DOI：10.1016/j.tetlet.2004.03.157

  日期：2004.5

  A new route is outlined for preparation of vinyl 1,2-diketones via a three-step sequence. First, allylic alcohols are photooxidized by O-2 to hydroperoxides, which are reduced to vinyl 1,2-diols. These vinyl 1,2-diols are oxidized to vinyl 1,2-diketones with oxoammonium salts, which are prepared in situ from organic nitroxyl radicals. The new route is short, avoids the use of protecting groups, and is generally applicable to obtain aliphatic or aromatic vinyl 1,2-diketones. (C) 2004 Published by Elsevier Ltd.
• Preparation of ethenylpyrazines
  申请人：Nestec S.A.

  公开号：EP1384716A1

  公开（公告）日：2004-01-28

  The present invention relates to a new process for the generation of ethenylpyrazine derivative compounds consisting in reacting at ambient conditions a diketone of the formula CH2-CH-CO-CO-CH3 with 1,2-diaminopropane. Such ethenylpyrazine derivative compounds exhibit roasted and earthy aroma profiles and may be used in the food and beverage industry, especially chocolate, confectionery and coffee.

  本发明涉及一种生成乙烯基吡嗪衍生物化合物的新工艺，包括在常温条件下将化学式为CH2-CH-CO-CO-CH3的二酮与1,2-二氨基丙烷反应。这种乙烯基吡嗪衍生物化合物具有烘烤和土腥的香气特征，可用于食品和饮料行业，特别是巧克力、糖果和咖啡。