520-45-6 Usage
Description
Dehydroacetic acid (DHA) is a pyrone derivative, typically synthesized by the base-catalyzed dimerization of diketene. It is a white to cream-colored powder that is only very slightly soluble in water. DHA is used as a preservative in pharmaceutical, food, and cosmetic products due to its fungicide and bactericide activity.
Uses
Used in Cosmetic and Personal Care Products:
Dehydroacetic acid is used as a stabilizer and preservative for cosmetic and pharmaceutical products, providing protection against fungi and bacteria. It is recognized by major cosmetic, toiletry, and fragrance regulatory authorities worldwide for its low sensitizing potential and is not irritating or allergy-causing when applied on the skin.
Used in Pharmaceutical Industry:
Dehydroacetic acid serves as a preservative in the pharmaceutical industry, ensuring the quality and safety of products by inhibiting the growth of microorganisms.
Used in Food Industry:
DHA is used as a preservative with low sensitizing potential in the food industry, particularly for cut or peeled squash, with no more than 65 ppm remaining in or on the prepared squash. It is also found in red wine and is used at 0.01–0.5% for microbiological growth inhibition in various foods.
Used in PVC-Stabilizers:
Dehydroacetic acid is used as an additive for PVC-stabilizers, contributing to the stability and durability of the material.
Used in Veterinary Medicines:
DHA is utilized in the synthesis of veterinary medicines, playing a role in preserving the quality and effectiveness of these products.
Used in Reducing Pickle Bloating:
Dehydroacetic acid is employed to reduce pickle bloating and serves as a pesticide and preservative for squash and strawberries, with its permissible use level at 65 ppm.
Used in Chemical Reactions:
Due to its ability to undergo a variety of chemical reactions, Dehydroacetic acid has utility in many applications, including the assay of the acid itself.
Synthesis Reference(s)
The Journal of Organic Chemistry, 49, p. 5105, 1984 DOI: 10.1021/jo00200a018
Flammability and Explosibility
Notclassified
Safety Profile
Poison by ingestion.
Moderately toxic by intraperitoneal route.
Questionable carcinogen with experimental
tumorigenic data. Combustible when
exposed to heat or flame. When heated to
decomposition it emits acrid smoke and
irritating fumes.
Check Digit Verification of cas no
The CAS Registry Mumber 520-45-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,2 and 0 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 520-45:
(5*5)+(4*2)+(3*0)+(2*4)+(1*5)=46
46 % 10 = 6
So 520-45-6 is a valid CAS Registry Number.
InChI:InChI=1/C8H8O4/c1-4-3-6(10)7(5(2)9)8(11)12-4/h3,7H,1-2H3
520-45-6Relevant articles and documents
Sodium carbonate as a solid-phase reagent for the generation of acetylketene
Bell, Kelcey,Sadasivam, Dhandapani V.,Gudipati, Indra Reddy,Ji, Hua,Birney, David
body text, p. 1295 - 1297 (2009/09/06)
Reaction of a toluene solution of 3-oxobutanoyl chloride (14) with Na2CO3 in the presence of a catalytic amount of triethylamine at -78 °C generates a solution of acetylketene (2), the dimer of which was isolated. Acetylketene (2) was trapped with 2-propanone, 2-propanol, and ethyl vinyl ether.
Gas-Phase Kinetics of Elimination Reactions of Pentane-2,4-Dione Derivatives
Al-Awadi, Nouria A.,El-Nagdi, Mohamed H.,Mathew, Tommy
, p. 517 - 524 (2007/10/02)
Gas-phase elimination reactions of pentane-2,4-dione, methyl acetoacetate, ethyl acetoacetate, 3-phenylhydroazopentane-2,4-dione, and ethyl 3-oxo-2-phenylhydrazonobutyrate have been measured in the temperature ranges of 744-783, 662-695, 614-663, 604-664, and 503-555 K, respectively, using a flow-thermolysis technique.These compounds undergo unimolecular first-order elimination reactions, for which log A = 11.9, 11.2, 11.7, 11.5, and 11.7 s-1 and Ea = 198.3, 167.1, 141.7, 165.6, and 141.7 kJ mol-1, respectively.The kinetic data and product analysis shows that the reactions are highly affected by the electronic nature of the substituents at the carbonyl and methylene carbon atoms of the substrates investigated.