(Z)-2-Acetoxy-but-2-enedioic acid dimethyl ester | 78704-24-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (Z)-2-Acetoxy-but-2-enedioic acid dimethyl ester
• 英文别名: Dimethyl 2-acetyloxybut-2-enedioate；dimethyl 2-acetyloxybut-2-enedioate
• CAS: 78704-24-2
• 化学式: C₈H₁₀O₆
• 分子量: 202.164
• InChiKey: XEMXILNNHGCIEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  溶剂黄146 、 丁炔二酸二甲酯 在 silver carbonate 作用下， 反应 6.0h， 以60%的产率得到(Z)-2-Acetoxy-but-2-enedioic acid dimethyl ester
  参考文献：
  名称：

  通过乙炔化合物与羧酸的银催化反应合成烯醇酯的新方法

  摘要：

  发现1,4-二乙酰氧基-2-丁炔和相关炔属化合物与羧酸的反应被银盐有效催化，以良好的产率得到相应的烯醇乙酸酯。

  DOI：

  10.1246/cl.1981.641

文献信息

• Hydration of alkynes in anhydrous medium with formic acid as water donor
  作者：Naim Menashe、Youval Shvo

  DOI：10.1021/jo00078a023

  日期：1993.12

  Formic acid has been found to hydrate alkynes in the absence of water to give oxo products and carbon monoxide. The scope of the reaction of alkynes and formic acid has been delineated. Hydrocarbon alkynes were found to be reactive in the absence of catalyst. Functionalized alkynes, in particular oxygenated alkynes, are inert toward formic acid but can be activated catalytically with Ru3(CO)12. Consequently, all the tested types of alkynes were found to give oxo products and CO with formic acid. The mechanism of the reaction was examined. With some alkynes, the primary oxo products underwent secondary reactions that gave rise to unexpected products.
• NOVEL SYNTHESIS OF ENOL ESTERS THROUGH SILVER-CATALYZED REACTION OF ACETYLENIC COMPOUNDS WITH CARBOXYLIC ACIDS
  作者：Yoshio Ishino、Ikuzo Nishiguchi、Satoshi Nakao、Tsuneaki Hirashima

  DOI：10.1246/cl.1981.641

  日期：1981.5.5

  It was found that the reactions of l,4-diacetoxy-2-butyne and related acetylenic compounds with carboxylic acids are efficiently catalyzed by silver salts to give the corresponding enol acetates in good yield.

  发现1,4-二乙酰氧基-2-丁炔和相关炔属化合物与羧酸的反应被银盐有效催化，以良好的产率得到相应的烯醇乙酸酯。