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Coumalic acid

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CAS:500-05-0
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CAS:500-05-0
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Purity:97% Package:g-Kg Remarks:Yellowish powder
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Products Intro: Product Name:Cumalic Acid
CAS:500-05-0
Purity:97% Package:1g/5g

Coumalic acid manufacturers

  • Coumalic acid
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  • $26.00 / 25g
  • 2025-12-02
  • CAS:500-05-0
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  • Purity: 0.97
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  • Coumalic acid
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  • 2025-12-02
  • CAS:500-05-0
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  • Purity: 98.53%
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  • 2025-05-24
  • CAS:500-05-0
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  • Purity: 99 %
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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 Structure
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
pka2.80±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
LogP0.411 (est)
CAS DataBase Reference500-05-0(CAS DataBase Reference)
NIST Chemistry Reference2H-Pyran-5-carboxylic acid, 2-oxo-(500-05-0)
EPA Substance Registry System2H-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
ProviderLanguage
2-Oxo-2H-pyran-5-carboxylic acid English
SigmaAldrich English
ACROS English
ALFA English
Coumalic acid Usage And Synthesis
Chemical Propertiespale yellow to pale brown powder
UsesCoumalic acid undergoes thermal reaction with 1,3-butadiene to yield dimethyl tricycle[3.2.1.02,7]oct-3-ene-2,4-dicarboxylate.
DefinitionChEBI: Coumalic acid is a pyranone.
General DescriptionDecarboxylates to α-pyrone, a Diels-Alder diene.
Synthesis
DL-Malic acid

617-48-1

Coumalic acid

500-05-0

The general procedure for the synthesis of coumaric acid from DL-malic acid was as follows: fuming sulfuric acid (287 g) was slowly added dropwise over a period of 2 hours to a suspension of DL-malic acid (200 g) dissolved in concentrated sulfuric acid (313 g) at 75 °C. After the dropwise addition was completed, the reaction mixture was continued to be stirred at the same temperature for 4 hours. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently poured slowly into ice water over a period of 1 hour. After stirring for 15 minutes, the mixture was left to stand overnight. On the following day, the mixture was cooled to below 10°C and the coumaric acid crude product was isolated by filtration. After washing and drying, coumaric acid was obtained (71 g, 95% purity, 65% yield).

Purification MethodsThe 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.]
References[1] Liebigs Annalen der Chemie, 1990, p. 233 - 238
[2] Journal of Heterocyclic Chemistry, 2008, vol. 45, # 1, p. 229 - 234
[3] Patent: WO2004/792, 2003, A1. Location in patent: Page 15
[4] Organic Process Research and Development, 2003, vol. 7, # 1, p. 74 - 81
[5] Patent: CN103788039, 2016, B. Location in patent: Paragraph 0039; 0041-0044
Tag:Coumalic acid(500-05-0) Related Product Information
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