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2-Carboxybenzaldehyde is a chemical compound. It consists of a benzene ring, with an aldehyde and a carboxylic acid as substituents that are ortho to each other. The compound exhibits ring–chain tautomerism: the two substituents can react with each other to form 3-hydroxyphthalide, a cyclic lactol. This lactol reacts readily with Grignard reagents , forming alkyl- and aryl-substituted phthalides. Other benzo-fused heterocyclic compounds can be derived from 2-carboxybenzaldehyde, including and , with a variety of pharmacological properties, such as the antihistamine azelastine.

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  • 2-Carboxybenzaldehyd ist zugleich ein aromatischer Aldehyd (Benzaldehyd) und eine aromatische Carbonsäure (Benzoesäure) mit orthoständiger Anordnung der Substituenten. Die 2-Formylbenzoesäure steht im Gleichgewicht (Ring-Ketten-Tautomerie) mit dem cyclischen Lactol 3-Hydroxyphthalid, das mit Alkyl- und Aryl-Grignard-Verbindungen substituierte Phthalide bildet. Neben Phthalid-Derivaten leiten sich aus 2-Carboxybenzaldehyd auch andere benzoanellierte Heterocyclen, wie z. B. Isoindolinone oder Phthalazinone mit unterschiedlichen pharmakologischen Eigenschaften ab, darunter u. a. das Antihistaminikum Azelastin. (de)
  • 2-Carboxybenzaldehyde is a chemical compound. It consists of a benzene ring, with an aldehyde and a carboxylic acid as substituents that are ortho to each other. The compound exhibits ring–chain tautomerism: the two substituents can react with each other to form 3-hydroxyphthalide, a cyclic lactol. This lactol reacts readily with Grignard reagents , forming alkyl- and aryl-substituted phthalides. Other benzo-fused heterocyclic compounds can be derived from 2-carboxybenzaldehyde, including and , with a variety of pharmacological properties, such as the antihistamine azelastine. (en)
dbo:alternativeName
  • 2-Phthaldehydic acid (en)
dbo:iupacName
  • 2-Formylbenzoic acid (en)
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  • 2-Carboxybenzaldehyd ist zugleich ein aromatischer Aldehyd (Benzaldehyd) und eine aromatische Carbonsäure (Benzoesäure) mit orthoständiger Anordnung der Substituenten. Die 2-Formylbenzoesäure steht im Gleichgewicht (Ring-Ketten-Tautomerie) mit dem cyclischen Lactol 3-Hydroxyphthalid, das mit Alkyl- und Aryl-Grignard-Verbindungen substituierte Phthalide bildet. Neben Phthalid-Derivaten leiten sich aus 2-Carboxybenzaldehyd auch andere benzoanellierte Heterocyclen, wie z. B. Isoindolinone oder Phthalazinone mit unterschiedlichen pharmakologischen Eigenschaften ab, darunter u. a. das Antihistaminikum Azelastin. (de)
  • 2-Carboxybenzaldehyde is a chemical compound. It consists of a benzene ring, with an aldehyde and a carboxylic acid as substituents that are ortho to each other. The compound exhibits ring–chain tautomerism: the two substituents can react with each other to form 3-hydroxyphthalide, a cyclic lactol. This lactol reacts readily with Grignard reagents , forming alkyl- and aryl-substituted phthalides. Other benzo-fused heterocyclic compounds can be derived from 2-carboxybenzaldehyde, including and , with a variety of pharmacological properties, such as the antihistamine azelastine. (en)
rdfs:label
  • 2-Carboxybenzaldehyd (de)
  • 2-Carboxybenzaldehyde (en)
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