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Dehydroacetic acid

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Dehydroacetic acid
Kekulé, skeletal formula of dehydroacetic acid
Names
Preferred IUPAC name
3-Acetyl-2-hydroxy-6-methyl-4H-pyran-4-one
Other names
Biocide 470F
Methylacetopyronone
Identifiers
3D model (JSmol)
Abbreviations DHAA
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.007.541
EC Number
  • 208-293-9
E number E265 (preservatives)
MeSH dehydroacetic+acid
PubChem CID
UNII
  • InChI=1S/C8H8O4/c1-4-3-6(10)7(5(2)9)8(11)12-4/h3,11H,1-2H3 ☒N
    Key: JEQRBTDTEKWZBW-UHFFFAOYSA-N ☒N
  • CC(=O)C1=C(O)OC(C)=CC1=O
Properties
C8H8O4
Molar mass 168.148 g·mol−1
Appearance White crystals
Melting point 109 °C; 228 °F; 382 K
Boiling point 270 °C; 518 °F; 543 K
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H302
P264, P270, P301+P312, P330, P501
NFPA 704 (fire diamond)
1
1
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Dehydroacetic acid is an organic compound which has several industrial applications. The compound is classified as a pyrone derivative. It presents as an odorless, colorless to white crystalline powder, almost insoluble in water and moderately soluble in most organic solvents.

Preparation

It is prepared by the base-catalysed dimerization of diketene. Commonly used organic bases include imidazole, DABCO, and pyridine.

Uses

Industrially, dehydroacetic acid has several uses which include the following:


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