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Dehydroacetic acid

CAS No.
520-45-6
Chemical Name:
Dehydroacetic acid
Synonyms
DHA;dhaa;3-ACETYL-6-METHYL-2H-PYRAN-2,4(3H)-DIONE;2H-Pyran-2-one, 3-acetyl-4-hydroxy-6-methyl-;Geogard(R) 221;DEHYDRANONE;Biocide 470F;Geogard(R) 361;Geogard(R) 111A;DEHYDRACETSAEURE
CBNumber:
CB0139753
Molecular Formula:
C8H8O4
Molecular Weight:
168.15
MDL Number:
MFCD00066709
MOL File:
520-45-6.mol
MSDS File:
SDS
Last updated:2024-03-13 16:52:01

Dehydroacetic acid Properties

Melting point 111-113 °C (lit.)
Boiling point 270 °C (lit.)
Density 1.1816 (rough estimate)
vapor pressure 0.001 hPa (20 °C)
refractive index 1.4611 (estimate)
Flash point 157°C
storage temp. Store below +30°C.
solubility 2g/l
form Fine Crystalline Powder
pka 5.53±0.40(Predicted)
color Light yellow or cream
PH 4 (2g/l, H2O, 20℃)
Water Solubility 500mg/L at 25℃
Merck 14,2865
BRN 6129
Stability Stable. Incompatible with oxidizing agents, bases, reducing agents.
InChIKey PGRHXDWITVMQBC-UHFFFAOYSA-N
LogP 0.78 at 20℃
FDA 21 CFR 172.130; 175.105
Substances Added to Food (formerly EAFUS) DEHYDROACETIC ACID
CAS DataBase Reference 520-45-6(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 2KAG279R6R
NIST Chemistry Reference Dehydroacetic Acid(520-45-6)
EPA Substance Registry System 3-Acetyl-6-methyl-2H-pyran-2,4(3H)-dione (520-45-6)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P501
Hazard Codes  Xn
Risk Statements  22
Safety Statements  22-26
WGK Germany  1
RTECS  UP8050000
Autoignition Temperature 336 °C
TSCA  Yes
HS Code  29322980
Toxicity LD50 orally in rats: 1000 mg/kg (Spencer)
NFPA 704
1
1 0

Dehydroacetic acid price More Price(39)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.22011 Dehydroacetic acid for synthesis 520-45-6 5G $33.6 2024-03-01 Buy
Sigma-Aldrich 8.22011 Dehydroacetic acid for synthesis 520-45-6 250g $55.9 2024-03-01 Buy
Sigma-Aldrich 8.22011 Dehydroacetic acid for synthesis 520-45-6 1kg $176 2024-03-01 Buy
Sigma-Aldrich 30740 Dehydroacetic acid ≥98.0% (T) 520-45-6 100g $48.1 2024-03-01 Buy
Sigma-Aldrich 1166309 Dehydroacetic acid United States Pharmacopeia (USP) Reference Standard 520-45-6 200mg $474 2024-03-01 Buy
Product number Packaging Price Buy
8.22011 5G $33.6 Buy
8.22011 250g $55.9 Buy
8.22011 1kg $176 Buy
30740 100g $48.1 Buy
1166309 200mg $474 Buy

Dehydroacetic acid Chemical Properties,Uses,Production

Chemical Properties

Dehydroacetic acid is a white to cream-coloured powder that is only very slightly soluble in water (less than 0.1 %). However, the sodium salt hydrate (CSH7Na04.H20) has a solubility of 33% in water at 25°C, and 48% in propylene glycol. The acid is 22% soluble in acetone, 18% in benzene, and I g dissolves in about 35 ml of ethanol.It is used to reduce pickle bloating, and as a pesticide and preservative for squash and strawberries. Its permissible use level is 65ppm.
Dehydroacetic acid is one of the food additives found in red wine and was determined by ultra-fast liquid chromatography-tandem quadrupole mass spectrometry (UFLC-MS/MS).
To assay dehydroacetic acid, add 500 mg to a 250-ml Erlenmeyer flask and dissolve in 75 ml of neutral alcohol. Following the addition of phenolphthalein T.S., titrate with 0.1 N NaOH to a pink end-point that persists for at least 30 s. Each ml of 0.1 N NaOH = 16.82 mg of dehydroacetic acid (National Academy of Sciences, 1963).
Dehydroacetic acid is a synthetic chemical (no plant-based preservatives that meet our efficacy standards currently exist) that is considered to be a low hazard for human health and for the environment.

Uses

Geogard(R) 111a preservative is based on dehydroacetic acid (DHA) and therefore are recognized by major cosmetic, toiletry and fragrance regulatory authorities worldwide for use in cosmetic and personal care products.

Uses

antifungal, antibacterial

Uses

Dehydroacetic Acid (DHA) is a preservative that is a crystalline powder with a solubility of less than 0.1 g in 100 g of water at 25°C. It can undergo a variety of chemical reactions which give it utility in many applications. It is used at 0.01–0.5% for microbiological growth inhibition in various foods. It is used for cut or peeled squash, with no more than 65 ppm remaining in or on the prepared squash.

Uses

Geogard(R) 221 preservative is based on dehydroacetic acid (DHA) and benzyl alcohol, and therefore is recognized by major cosmetic, toiletry and fragrance regulatory authorities worldwide for use in cosmetic and personal care products.

Uses

Geogard(R) 361 preservative is based on six synergistic components, all with wide global regulatory acceptance: dehydroacetic acid (DHA); salicylic acid; benzoic acid; phenoxyethanol; benzyl alcohol; and benzethonium chloride.

Uses

dehydroacetic acid is a preservative with low sensitizing potential. This is a weak acid used as a fungi-and bacteria-destroying agent in cosmetics. The presence of organic matter decreases its effective ness. It is not irritating or allergy causing when applied on the skin.

Uses

Dehydroacetic acid (DHS) is used as stabilizer for cosmetic and pharmaceutical products due to its fungicide and bactericide activity, as additive for PVC-stabilizers and for the syntheses of veterinary medicines. Product Data Sheet

Definition

ChEBI: Dehydroacetic acid is a pyran-2,4-dione substituted at position 3 by an acetyl group and at position 6 by a methyl group. A fungicide and bactericide it is used primarily in processed fruit and vegetables. It has a role as a fungicide, an antibacterial agent and a plasticiser. It is a pyran-2,4-dione and a ketone.

Synthesis Reference(s)

The Journal of Organic Chemistry, 49, p. 5105, 1984 DOI: 10.1021/jo00200a018

General Description

Dehydroacetic acid is a pyrone derivative, that is typically synthesized by the base-catalyzed dimerization of diketene. It is used as a preservative in pharmaceutical, food and cosmetic products.
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Flammability and Explosibility

Not classified

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.

64-19-7
71-43-2
98-86-2
520-45-6
93-91-4
Synthesis of Dehydroacetic acid from Acetic acid and Benzene
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View Lastest Price from Dehydroacetic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Dehydroacetic acid pictures 2024-03-13 Dehydroacetic acid
520-45-6
US $0.00-0.00 / Kg 1Kg 99.9% 20tons airuikechemical co., ltd.
Dehydroacetic acid pictures 2023-09-06 Dehydroacetic acid
520-45-6
US $0.00-0.00 / kg 1kg 0.99 100tons Hebei Yanxi Chemical Co., Ltd.
Dehydroacetic acid pictures 2023-09-06 Dehydroacetic acid
520-45-6
US $0.00 / KG 1KG 99% 500000kg Hebei Guanlang Biotechnology Co., Ltd.
3-Acetyl-6-methyl-2H-pyran-2,4(3H)-dione. enol form 3-acetyl-6-methyl-2h-pyran-2,4(3h)-dione.enolform 3-acetyl-6-methyl-2h-pyran-2,4(3h)-dioneenolform 3-acetyl-6-methyl-2h-pyran-4(3h)-dione 3-Acetyl-6-Methyldihydropyrandione-2,4 3-Acetyl-6-methylpyrandione-2,4 4(3H)-dione,3-acetyl-6-methyl-2H-Pyran-2 4-Hexenoic acid, 2-acetyl-5-hydroxy-3-oxo-, delta-lactone 4-hexenoicacid,2-acetyl-5-hydroxy-3-oxo,lactone Geogard(R) 111A Benzyl alcohol (and) dehydroacetic acid Geogard(R) 361 Dehydroacetic acid ,98% Acetylmethylpyrandion Acetylmethylpyronone Dehydroacetoic acid 3-Aceto-6-methyl-2-pyronone Dehydroacetic Acid (200 mg) Dehydroacetic acid, 98% 100GR Dehydroacetic acid, 98% 5GR -Acetyl-6-methyl-pyran-2,4-dione Dehydroacetic acid >=98.0% (T) dehydro-aceticaci -Hexenoic acid, 2-acetyl-5-hydroxy-3-oxo-, d-lactone Kyselina dehydroacetova kyselinadehydroacetova Methylacetopyronone 3-Acetyl-6-methyl-2-pyranone Dehydroactic acid(DHA) 3-Acetyl-6-methyl-pyran-2,4-dione DEHYDROACETIC ACID FREE ACID CRYSTALLINE PYRAN-2,4-DIONE,3-ACETYL-6-METHYL 3-Acetyl-6-methyl-2H-pyran-2,4(3H)dion DEHYDRACETSAEURE 3-acetyl-6-methyl-2H-pyran-2,4(3H)-dione dehydracetic acid 2-Acetyl-5-hydroxy-3-oxo-4-hexenoic acid δ-lactone, 3-Acetyl-4-hydroxy-6-methyl-2-pyrone 3-ACETYL-3,4-DIHYDRO-6-METHYL-2H-PYRAN-2,4-DIONE 3-ACETYL-4-HYDROXY-6-METHYL-2H-PYRAN-2-ONE 3-ACETYL-4-HYDROXY-6-METHYL-2-PYRONE 3-ACETYL-6-METHYL-2H-PYRONE-2,4-(3H)-DIONE 2-ACETYL-5-HYDROXY-3-OXO-4-HEXENOIC ACID DELTA-LACTONE 2-ACETYL-5-HYDROXY-3-OXO-4-HEXENOIC ACID D-LACTONE 2-ACETYL-5-HYDROXY-3-OXO-4-HEXENOIC ACID GAMMA-LACTONE 2-acetyl-5-hydroxy-3-oxo-4-hexenoicacidelta-lactone 2-Acetyl-5-hydroxy-3-oxo-4-hexenoicacid-lactone 2H-Pyran-2,4(3H)-dione, 3-acetyl-6-methyl- 3-acetyl-4-hydroxy-6-methyl-2h-pyran-2-on 3-Acetyl-4-hydroxy-6-methyl-2-pyrone cyclic ketone 3-Acetyl-6-methyl-2,3-dihydropyran-2,4-dione 3-Acetyl-6-methyl-2,4-pyrandione 3-Acetyl-6-methyl-2H-pyran-2,4(3H)-dione, ion(1-) DEHYDRACETIC ACID DEHYDRANONE DEHYDROACETIC ACID LABOTEST-BB LT00053173 DA,Dehydroacetic Biocide 470F Dehydroacetic Acid >