499-05-8

Basic information

• Product Name: COMANIC ACID
• Synonyms: GAMMA-PYRONE-2-CARBOXYLIC ACID;COMANIC ACID;4-OXO-4H-PYRAN-2-CARBOXYLIC ACID;COMMANIC ACID;γ-Pyrone-2-carboxylic acid;4-Oxo-4H-pyran-2-carboxylic Acid gamma-Pyrone-2-carboxylic Acid;4H-Pyran-2-carboxylic acid, 4-oxo-;4-oxopyran-2-carboxylic acid
• CAS NO: 499-05-8
• Molecular Formula: C₆H₄O₄
• Molecular Weight: 140.09
• Mol File: 499-05-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 253-254 °C
• Boiling Point: 354.54°C at 760 mmHg
• Flash Point: 160.049°C
• Appearance: /
• Density: 1.542g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.577
• PKA: 1.79±0.20(Predicted)
• CAS DataBase Reference: COMANIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: COMANIC ACID(499-05-8)
• EPA Substance Registry System: COMANIC ACID(499-05-8)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 499-05-8(Hazardous Substances Data)

Usage

Chemical Description

Comanic acid is a chemical compound with the formula C9H10O5.

Uses

Comanic Acid has a curative effect in mice infected with skin leishmaniosis and trypanosomiasis.

InChI:InChI=1/C6H4O4/c7-4-1-2-10-5(3-4)6(8)9/h1-3H,(H,8,9)

Upstream product

• 685-73-4 D-galacturonic acid 
• 1246616-74-9 diethyl 4-oxo-4H-pyran-2,5-dicarboxylate 
• 95722-13-7 1,2,3,4-tetra-O-acetyl-α-D-galactopyranosiduronic acid 
• 95722-14-8 1,2,3-tri-O-acetyl-4-deoxy-β-L-threo-4-hexenopyranuronic acid 
• 6556-12-3 D-glucuronic acid 
• 108-24-7 acetic anhydride 
• 99-32-1 chelidonic acid 
• 1551-45-7 ethyl 4-oxo-4H-2-pyran-carboxylate 
• 83023-73-8 (2S,3S,4S,5R,6R)-3,4,5,6-tetraacetoxytetrahydro-2H-pyran-2-carboxylic acid 
• 62133-77-1 1,2,3,4-tetra-O-acetyl-β-D-glucopyranuronic acid 

Downstream Products

• 108-97-4 4-pyrone 
• 64-18-6 formic acid 
• 144-62-7 oxalic acid 
• 67-64-1 acetone 
• 693245-83-9 methyl 4-oxotetrahydro-2H-pyran-2-carboxylate 

Relevant articles and documents

An improved synthesis and some reactions of diethyl 4-oxo-4H-pyran-2,5- dicarboxylate

The reaction of ethyl 2-(dimethylamino)methylene-3-oxobutanoate with diethyl oxalate in the presence of sodium hydride in THF gave diethyl 4-oxo-4H-pyran-2,5-dicarboxylate, from which 4-oxo-4H-pyran-2,5-dicarboxylic and 4-oxo-1-phenyl-1,4-dihydropyridine-

DEGRADATION REACTION OF α-D-GALACTOPYRANURONIC ACID IN ACETIC ANHYDRIDE-BASE SYSTEM

α-D-Galactopyranuronic acid was converted to 1,2,3-tri-O-acetyl-4-deoxy-β-L-threo-4-hexenopyranuronic acid (3) and 3-acetoxy-6-(diacetoxymethyl)-2H-pyran-2-one respectively by treatment with acetic anhydride-4-(dimethylamino)pyridine or acetic anhydride-acetic acid-pyridine.Further degradation of 3 in acetic anhydride-triethylamine gave comanic acid.