Parasorbic acid
{{DISPLAYTITLE:Parasorbic acid}}
{{Chembox
| Name =Parasorbic acid
| ImageFile =Parasorbic acid2.svg
| ImageSize =150px
| ImageAlt = Skeletal formula of parasorbic acid
| ImageFile1 = Parasorbic-acid-3d-ball.png
| ImageSize1 = 175
| ImageAlt1 = Ball-and-stick model of the parasorbic acid molecule
| IUPACName = (6S)-5,6-dihydro-6-methyl-2H-pyran-2-one
| OtherNames = 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
|Section1={{Chembox Identifiers
| CASNo_Ref =
| CASNo = 10048-32-5
| ChemSpiderID_Ref =
| ChemSpiderID = 23250
| ChEBI_Ref =
| ChEBI = 7926
| ChEMBL_Ref =
| ChEMBL = 2252704
| DrugBank = DB14121
| KEGG = C08502
| PubChem = 441575
| UNII_Ref =
| UNII = DCN48OUK3T
| InChI = 1S/C6H8O2/c1-5-3-2-4-6(7)8-5/h2,4-5H,3H2,1H3
| InChIKey = DYNKRGCMLGUEMN-UHFFFAOYSA-N
| SMILES = CC1OC(C=CC1)=O
}}
|Section2={{Chembox Properties
| Formula =C6H8O2
| MolarMass =112.128
| Appearance = colorless liquid
| Density = 1.0 g/mL (estimated)
| BoilingPtC = 227
| BoilingPt_notes = estimated
| Solubility = 50 g/L
| SolubleOther = estimated
}}
|Section3={{Chembox Thermochemistry
| DeltaHf = -360.03 kJ·mol−1
}}
|Section4={{Chembox Hazards
| Hazards_ref=
| GHSPictograms = {{GHS07}}
| GHSSignalWord = Warning
| HPhrases = {{H-phrases|315|319|335}}
| PPhrases = {{P-phrases|}}
| NFPA-H = 2
| NFPA-F = 2
| NFPA-R = 0
| MainHazards =
| FlashPtC =
| AutoignitionPtC =
}}
}}
Parasorbic acid is the cyclic lactone of sorbic acid. Thermal treatment or hydrolysis converts the lactone to sorbic acid.{{cite book|title=Natural food antimicrobial systems |year=2000|isbn=0-8493-2047-X|pages=637|url=https://books.google.com/books?id=_rmdPO9BNBcC&q=%22sorbic+acid%22&pg=PA637|editor= A. S. Naidu}}
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.{{cite journal |vauthors=Mason PL, Gaunt IF, Hardy J, Kiss IS, Butterworth KR, Gangolli SD |title=Long-term toxicity of parasorbic acid in rats |journal=Food Cosmet Toxicol |volume=14 |issue=5 |pages=387–394 |year=1976 |pmid=1010506 |doi=10.1016/S0015-6264(76)80174-5}}
See also
References
{{Reflist}}
{{DEFAULTSORT:Parasorbic acid}}