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Diethyl oxomalonate is the diethyl ester of mesoxalic acid (ketomalonic acid), the simplest oxodicarboxylic acid and thus the first member (n = 0) of a homologous series HOOC–CO–(CH2)n–COOH with the higher homologues oxalacetic acid (n = 1), α-ketoglutaric acid (n = 2) and α-ketoadipic acid (n = 3) (the latter a metabolite of the amino acid lysine). Diethyl oxomalonate reacts because of its highly polarized keto group as electrophile in addition reactions and is a highly active reactant in pericyclic reactions such as the Diels-Alder reactions, cycloadditions or ene reactions. At humid air, mesoxalic acid diethyl ester reacts with water to give diethyl mesoxalate hydrate and the green-yellow oil are spontaneously converted to white crystals.

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dbo:abstract
  • Mesoxalsäurediethylester ist der Diethylester der Mesoxalsäure (Ketomalonsäure), der einfachsten Oxodicarbonsäure und damit der erste Vertreter (n = 0) einer homologen Reihe HOOC–CO–(CH2)n–COOH mit den höheren Homologen Oxalessigsäure (n = 1), α-Ketoglutarsäure (n = 2) und (n = 3), einem Metaboliten der Aminosäure Lysin. Diethylmesoxalat reagiert wegen seiner stark polarisierten Ketogruppe als Elektrophil in Additionsreaktionen und ist ein hochaktiver Reaktand in pericyclischen Reaktionen, wie z. B. in Diels-Alder-Reaktionen, Cycloadditionen oder En-Reaktionen. An feuchter Luft lagert Mesoxalsäurediethylester Wasser an zum 2,2-Dihydroxymalonsäure-diethylester (Diethylmesoxalat-Hydrat), das grüngelbe Öl wandelt sich spontan um in weiße Kristalle. (de)
  • Diethyl oxomalonate is the diethyl ester of mesoxalic acid (ketomalonic acid), the simplest oxodicarboxylic acid and thus the first member (n = 0) of a homologous series HOOC–CO–(CH2)n–COOH with the higher homologues oxalacetic acid (n = 1), α-ketoglutaric acid (n = 2) and α-ketoadipic acid (n = 3) (the latter a metabolite of the amino acid lysine). Diethyl oxomalonate reacts because of its highly polarized keto group as electrophile in addition reactions and is a highly active reactant in pericyclic reactions such as the Diels-Alder reactions, cycloadditions or ene reactions. At humid air, mesoxalic acid diethyl ester reacts with water to give diethyl mesoxalate hydrate and the green-yellow oil are spontaneously converted to white crystals. (en)
  • 酮基丙二酸二乙酯(英語:Diethyl oxomalonate)是丙酮二酸(中草酸)的二乙醇酯,其羰基反应活性很高,可发生狄尔斯–阿尔德反应、环加成反应、烯反应。 (zh)
dbo:alternativeName
  • Diethyl mesoxalate; Ethyl ketomalonate; Diethyl ketomalonate (en)
dbo:iupacName
  • Diethyl oxopropanedioate (en)
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  • 56189996 (xsd:integer)
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  • 13481 (xsd:nonNegativeInteger)
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  • 1049385455 (xsd:integer)
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  • Mesoxalsäurediethylester Struktur.svg (en)
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  • 200 (xsd:integer)
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  • Diethyl mesoxalate; Ethyl ketomalonate; Diethyl ketomalonate (en)
dbp:pin
  • Diethyl oxopropanedioate (en)
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  • Diethyl oxomalonate is the diethyl ester of mesoxalic acid (ketomalonic acid), the simplest oxodicarboxylic acid and thus the first member (n = 0) of a homologous series HOOC–CO–(CH2)n–COOH with the higher homologues oxalacetic acid (n = 1), α-ketoglutaric acid (n = 2) and α-ketoadipic acid (n = 3) (the latter a metabolite of the amino acid lysine). Diethyl oxomalonate reacts because of its highly polarized keto group as electrophile in addition reactions and is a highly active reactant in pericyclic reactions such as the Diels-Alder reactions, cycloadditions or ene reactions. At humid air, mesoxalic acid diethyl ester reacts with water to give diethyl mesoxalate hydrate and the green-yellow oil are spontaneously converted to white crystals. (en)
  • 酮基丙二酸二乙酯(英語:Diethyl oxomalonate)是丙酮二酸(中草酸)的二乙醇酯,其羰基反应活性很高,可发生狄尔斯–阿尔德反应、环加成反应、烯反应。 (zh)
  • Mesoxalsäurediethylester ist der Diethylester der Mesoxalsäure (Ketomalonsäure), der einfachsten Oxodicarbonsäure und damit der erste Vertreter (n = 0) einer homologen Reihe HOOC–CO–(CH2)n–COOH mit den höheren Homologen Oxalessigsäure (n = 1), α-Ketoglutarsäure (n = 2) und (n = 3), einem Metaboliten der Aminosäure Lysin. Diethylmesoxalat reagiert wegen seiner stark polarisierten Ketogruppe als Elektrophil in Additionsreaktionen und ist ein hochaktiver Reaktand in pericyclischen Reaktionen, wie z. B. in Diels-Alder-Reaktionen, Cycloadditionen oder En-Reaktionen. (de)
rdfs:label
  • Mesoxalsäurediethylester (de)
  • Diethyl oxomalonate (en)
  • 酮基丙二酸二乙酯 (zh)
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