Chemistry:Parasorbic acid

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Parasorbic acid
Skeletal formula of parasorbic acid
Ball-and-stick model of the parasorbic acid molecule
Names
IUPAC name
(6S)-5,6-dihydro-6-methyl-2H-pyran-2-one
Other names
2-methyl-2,3-dihydropyran-6-one, 2-Hexen-5-olide, 5-hydroxy-2-Hexenoic acid δ-lactone, parasorbic acid, sorbic oil, γ-Hexenolactone, (+)-(6S)-Parasorbic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
KEGG
UNII
Properties
C6H8O2
Molar mass 112.128
Appearance colorless liquid
Density 1.0 g/mL (estimated)
Boiling point 227 °C (441 °F; 500 K) estimated
50 g/L
Solubility estimated
Thermochemistry
-360.03 kJ·mol−1
Hazards
GHS pictograms GHS07: Harmful
GHS Signal word Warning
H315, H319, H335
NFPA 704 (fire diamond)
Flammability code 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelHealth code 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformReactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no codeNFPA 704 four-colored diamond
2
2
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

Parasorbic acid is the cyclic lactone of sorbic acid. Thermal treatment or hydrolysis converts the lactone to sorbic acid.[1]

Toxicity

Parasorbic acid is toxic and causes indigestion and nausea, however cooking and exposure to moisture convert it to the benign food preservative sorbic acid.[2]

See also

References

  1. A. S. Naidu, ed (2000). Natural food antimicrobial systems. pp. 637. ISBN 0-8493-2047-X. https://books.google.com/books?id=_rmdPO9BNBcC&q=%22sorbic+acid%22&pg=PA637. 
  2. "Long-term toxicity of parasorbic acid in rats". Food Cosmet Toxicol 14 (5): 387–394. 1976. doi:10.1016/S0015-6264(76)80174-5. PMID 1010506.