Coumalic acid

Coumalic acid Basic information

Product Name:	Coumalic acid
Synonyms:	2-Oxo-2H-pyran-5-carboxylic acid, 2-Pyrone-5-carboxylic acid;6-Oxopyran-3-carboxylic acid;a-Pyrone-5-carboxylic acid;α-Pyrone-5-carboxylic acid;Coumalic acid, 5-Carboxy-2-pyrone;2H-Pyran-5-carboxylic acid, 2-oxo;CouMalic acid 97%;CouMalic Acid, 97.0%(GC&T
CAS:	500-05-0
MF:	C6H4O4
MW:	140.09
EINECS:	207-899-0
Product Categories:	sy
Mol File:	500-05-0.mol

Coumalic acid Chemical Properties

Melting point	203-205 °C (dec.) (lit.)
Boiling point	218 °C/120 mmHg (lit.)
density	1.2154 (rough estimate)
refractive index	1.4434 (estimate)
Fp	218°C/120mm
storage temp.	Sealed in dry,Room Temperature
pka	2.80±0.20(Predicted)
form	powder to crystal
color	White to Light yellow to Light orange
Water Solubility	Very soluble in water.
Merck	14,2557
BRN	119747
LogP	0.411 (est)
CAS DataBase Reference	500-05-0(CAS DataBase Reference)
NIST Chemistry Reference	2H-Pyran-5-carboxylic acid, 2-oxo-(500-05-0)
EPA Substance Registry System	2H-Pyran-5-carboxylic acid, 2-oxo- (500-05-0)

Safety Information

Hazard Codes	Xi
Safety Statements	22-24/25
WGK Germany	3
TSCA	Yes
HS Code	29322090

MSDS Information

Provider	Language
2-Oxo-2H-pyran-5-carboxylic acid	English
SigmaAldrich	English
ACROS	English
ALFA	English

Coumalic acid Usage And Synthesis

Chemical Properties	pale yellow to pale brown powder
Uses	Coumalic acid undergoes thermal reaction with 1,3-butadiene to yield dimethyl tricycle[3.2.1.02,7]oct-3-ene-2,4-dicarboxylate.
Definition	ChEBI: Coumalic acid is a pyranone.
General Description	Decarboxylates to α-pyrone, a Diels-Alder diene.
Purification Methods	The acid crystallises from MeOH. The methyl ester has m 73-74o (from pet ether) and b 178-180o/60 mm. [Beilstein 18/8 V 120.]

Coumalic acid Preparation Products And Raw materials

Raw materials	Sulfuric acid-->FUMING SULFURIC ACID-->Malic acid-->2-Pentenedioic acid, 4-(methoxymethylene)-, 1,5-dimethyl ester, (2E,4Z)--->3-oxopropanoic acid-->DL-Malic acid-->L-Malic acid
Preparation Products	5-BROMO-2H-PYRAN-2-ONE,95%-->5-CARBOXY-N-PHENYL-2-1H-PYRIDONE-->2-OXO-2H-PYRAN-5-CARBONYL CHLORIDE-->4-Pentylbenzoic acid

METHYL 6-METHYL-3-[(4-METHYLBENZOYL)AMINO]-2-OXO-2H-PYRAN-5-CARBOXYLATE METHYL 3-[(4-CHLOROBENZOYL)AMINO]-6-METHYL-2-OXO-2H-PYRAN-5-CARBOXYLATE METHYL 3-(BENZOYLAMINO)-6-METHYL-2-OXO-2H-PYRAN-5-CARBOXYLATE Ethyl 2-(Chlorosulfonyl)acetate ETHYL 3-[(4-CHLOROBENZOYL)AMINO]-2-OXO-6-PHENYL-2H-PYRAN-5-CARBOXYLATE Ascoric Acid METHYL 6-METHYL-2-OXO-3-([3-(TRIFLUOROMETHYL)BENZOYL]AMINO)-2H-PYRAN-5-CARBOXYLATE 3-BROMO-5-CARBETHOXY-4,6-DIMETHYL-2-PYRONE METHYL 3-[(4-METHOXYBENZOYL)AMINO]-6-METHYL-2-OXO-2H-PYRAN-5-CARBOXYLATE ETHYL 3-[(3-CHLOROBENZOYL)AMINO]-2-OXO-6-PHENYL-2H-PYRAN-5-CARBOXYLATE 5-Carbethoxy-4,6-dimethyl-2-pyrone Centchroman METHYL 3-[(3-CHLOROBENZOYL)AMINO]-6-METHYL-2-OXO-2H-PYRAN-5-CARBOXYLATE Coumalic acid CARBOXYLIC ACID METHYL 6-METHYL-3-[(4-NITROBENZOYL)AMINO]-2-OXO-2H-PYRAN-5-CARBOXYLATE ETHYL 2-OXO-6-PHENYL-3-([3-(TRIFLUOROMETHYL)BENZOYL]AMINO)-2H-PYRAN-5-CARBOXYLATE ETHYL 3-[(4-METHOXYBENZOYL)AMINO]-2-OXO-6-PHENYL-2H-PYRAN-5-CARBOXYLATE

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