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DEHYDROACETIC ACID


CAS NO:520-45-6
EC NO:208-293-9

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

Preparation
Dehydroacetic acid 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:

as a fungicide and bactericide. The sodium salt, sodium dehydroacetate, is often used in place of dehydroacetic acid because of its greater solubility in water.
as a food preservative to prevent pickle bloating in squash and strawberries. When used as a food additive, dehydroacetic acid is referred to using the International Numbering System for Food Additives or E number 265.
as a plasticizer in synthetic resins.
as an antienzyme in toothpastes.
as a precursor for dimethyl-4-pyridones. The compounds are synthesized when dehydroacetic acid is exposed to aqueous solutions containing primary amines.

Properties:
Chemical formula:    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

A helper ingredient that helps to make the products stay nice longer, aka preservative. 
Dehydroacetic acid works mainly against fungi and has only milder effect against bacteria. 

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. 
Dehydroacetic acid has a role as a fungicide, an antibacterial agent and a plasticiser. 
Dehydroacetic acid is a pyran-2,4-dione and a ketone.

Dehydroacetic acid is a natural product found in Solandra maxima with data available.

Use of Dehydroacetic acid:
-ORGANIC SYNTHESIS; AS PLASTICIZER; BACTERICIDE; FUNGICIDE; IN ANTIENZYME -TOOTHPASTES; TO REDUCE PICKLE BLOATING
-FORMERLY APPLIED AS A DIP OR WRAPPER IMPREGNANT
-Preservative; specialty plasticiser
-Preservative; specialty plasticiser

Dehydroacetic acid is an organic compound that usually comes in the form of an odourless white crystalline powder. 
Dehydroacetic acid has potent antifungal and antibacterial properties, and is used in many personal and skin care products as a preservative.

Dehydroacetic acid is a synthetic chemical that is considered to be a low hazard for human health and for the environment. Clinical tests have shown present inclusion rates of dehydroacetic acid (less than 0.6%) to be non-irritating and safe for use in cosmetics.
Dehydroacetic acid is one of the food additives found in red wine and was determined by ultra-fast liquid chromatography-tandem quadrupole mass spectrometry 

Physicochemical Information:
Boiling point:    270 °C (1013 hPa)
Flash point:    157 °C
Ignition temperature:    336 °C
Melting Point:    111.1 - 111.3 °C
pH value:    4 (2 g/l, H₂O, 20 °C)
Vapor pressure:    <0.1 hPa (25 °C)
Bulk density:    700 kg/m3
Solubility:    2 g/l

Dehydroacetic acid is a preservative agent for cosmetics and toiletries. 
Dehydroacetic acid is highly effective against fungi and yeasts and offers higher antifungal efficacy than many traditional preservatives.
Dehydroacetic acid is an organic compound classified as a pyrone derivative. 
Dehydroacetic acid presents as an odorless, colorless to white crystalline powder, almost insoluble in water and moderately soluble in most organic solvents.

Dehydroacetic acid can be added at room or elevated temperature and at any time during the manufacturing process, compatible in all types of formulations: anionic, non-ionic and cationic.

APPLICATIONS
Cosmetics:
-Skin Care
-Toiletries
-Hair Care
-Sun Care
-Makeup
-Baby Care
-Oral care

Dehydroacetic acid (Biocide 470F, Methylacetopyronone) is an organic compound, used mostly as a fungicide and bactericide.

Extraction: Dehydroacetic acid is a mild preservative widely used in cosmetics for products.

Benefits: prevents cosmetics and personal care products from deteriorating and becoming contaminated by preventing the growth and reproduction of microorganisms.

Dehydroacetic Acid is a beige to light-yellow crystalline powder that has a slight sourness. 
Dehydroacetic Acid has a melting point of 109℃~112℃, with a solubility of (25℃,g/100g), ethanol 3,glycol 1.7, olive oil<1.6, glycerin<0.1, water<0.1. 
Dehydroacetic Acids pH value of a saturated aqueous solution is 4. 
Dehydroacetic Acid is thermostable and has no moisture absorption. 
Dehydroacetic Acid can be volatilized when heated by water. 
Dehydroacetic Acid can be used as a broad spectrum preservative, especially for mold and yeast. The concentration of effective working is low and it is thermostable.

Dehydroacetic acid is an organic compound which has several industrial applications. 
Dehydroacetic acid is classified as a pyrone derivative.
Dehydroacetic acid (Biocide 470F), a pyrone derivative acts as an antibacterial and antifungal agent. 
Dehydroacetic acid possess phytotoxic activity.

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.
Dehydroacetic acid is used to reduce pickle bloating, and as a pesticide and preservative for squash and strawberries. 
Dehydroacetic acids 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
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

Uses
Dehydroacetic acid 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
Dehydroacetic acid 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
antifungal, antibacterial

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. 
Dehydroacetic acid is not irritating or allergy causing when applied on the skin.

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. 
Dehydroacetic acid can undergo a variety of chemical reactions which give it utility in many applications. 
Dehydroacetic acid is used at 0.01–0.5% for microbiological growth inhibition in various foods. 
Dehydroacetic acid is used for cut or peeled squash, with no more than 65 ppm remaining in or on the prepared squash.

General Description
Dehydroacetic acid is a pyrone derivative, that is typically synthesized by the base-catalyzed dimerization of diketene. 
Dehydroacetic acid 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.

About Dehydroacetic acid
Helpful information
Dehydroacetic acid is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 100 to < 1 000 tonnes per annum.

Dehydroacetic acid is used by consumers, in articles, by professional workers (widespread uses), in formulation or re-packing and at industrial sites.

Consumer Uses
Dehydroacetic acid is used in the following products: cosmetics and personal care products.
Other release to the environment of Dehydroacetic acid is likely to occur from: indoor use as processing aid and outdoor use as processing aid.

Article service life
Other release to the environment of Dehydroacetic acid is likely to occur from: outdoor use in long-life materials with low release rate (e.g. metal, wooden and plastic construction and building materials) and indoor use in long-life materials with low release rate (e.g. flooring, furniture, toys, construction materials, curtains, foot-wear, leather products, paper and cardboard products, electronic equipment).
Dehydroacetic acid can be found in products with material based on: plastic (e.g. food packaging and storage, toys, mobile phones) and rubber (e.g. tyres, shoes, toys).
Widespread uses by professional workers
Dehydroacetic acid is used in the following products: laboratory chemicals, polymers and cosmetics and personal care products.
Dehydroacetic acid is used for the manufacture of: plastic products.
Other release to the environment of Dehydroacetic acid is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners) and outdoor use in close systems with minimal release (e.g. hydraulic liquids in automotive suspension, lubricants in motor oil and break fluids).

Formulation or re-packing
Dehydroacetic acid is used in the following products: coating products, polymers, cosmetics and personal care products, non-metal-surface treatment products and washing & cleaning products.
Release to the environment of Dehydroacetic acid can occur from industrial use: formulation of mixtures.

Uses at industrial sites
Dehydroacetic acid is used in the following products: washing & cleaning products, polymers and laboratory chemicals.
Dehydroacetic acid has an industrial use resulting in manufacture of another substance (use of intermediates).
Dehydroacetic acid is used in the following areas: formulation of mixtures and/or re-packaging.
Dehydroacetic acid is used for the manufacture of: plastic products, chemicals and rubber products.
Release to the environment of Dehydroacetic acid can occur from industrial use: in processing aids at industrial sites, in the production of articles, as an intermediate step in further manufacturing of another substance (use of intermediates), as processing aid and as processing aid.

Manufacture
ECHA has no public registered data on the routes by which Dehydroacetic acid is most likely to be released to the environment.

Dehydroacetic acid (DHA) is a pyrone derivative and has a white crystalline powder physical aspect. 
Dehydroacetic acid is almost insoluble in water and moderately soluble in most organic solvents.

Applications
Preservative and Fungicide particularly indicated for food and cosmetic applications
Environmental friendly stabilizers for PVC films
Agrochemical : Used in the synthesis of Mepanipyrim 
Anti-Enzyme in toothpastes
Veterinary API : Used in the synthesis of Clopidol 
Precursor of dimethyl-4-pyridones


IUPAC names
2-acetyl-5-methyl-3-oxopent-4-en-5-olide
2H-Pyran-2,4(3H)-dione, 3-acetyl-6-methyl-
3-acetyl-6-methyl-2H-pyran-2,4(3H) -dione
3-ACETYL-6-METHYL-2H-PYRAN-2,4(3H)-DIONE
3-Acetyl-6-methyl-2H-pyran-2,4(3H)-dione
3-acetyl-6-methyl-2H-pyran-2,4(3H)-dione
3-acetyl-6-methyl-2H-pyran-2,4(3H)-dione
3-acetyl-6-methyl-3,4-dihydro-2H-pyran-2,4-dione
3-Acetyl-6-methylpyran-2,4-dion
3-acetyl-6-methylpyran-2,4-dione
Dehydracetic Acid
dehydracetic acid
Dehydracetic acid
Dehydracetsäure
Dehydroacetic Acid
Dehydroacetic acid


SYNONYMS:
208-293-9 [EINECS]
2-Acetyl-5-hydroxy-3-oxo-4-hexenoic acid δ-lactone
2H-Pyran-2,4(3H)-dione, 3-acetyl-6-methyl- [ACD/Index Name]
3-Acetyl-6-methyl-2H-pyran-2,4(3H)-dion [German] [ACD/IUPAC Name]
3-Acetyl-6-methyl-2H-pyran-2,4(3H)-dione [ACD/IUPAC Name]
3-Acétyl-6-méthyl-2H-pyrane-2,4(3H)-dione [French] [ACD/IUPAC Name]
3-acetyl-6-methyl-3H-pyran-2,4-dione
520-45-6 [RN]
Dehydroacetic Acid [Wiki]
Methylacetopyronone
MFCD00066709 [MDL number]
UP8050000
2-Acetyl-5-hydroxy-3-oxo-4-hexenoic acid, δ-lactone
2-Acetyl-5-hydroxy-3-oxo-4-hexenoic acid, δ-lactone
3-?acetyl-?4-?hydroxy-?6-?methyl-2H-?Pyran-?2-?one
3-Acetyl-3,4-dihydro-6-methyl-2H-pyran-2,4-dione
3-Acetyl-4-hydroxy-6-methyl-2-pyrone
3-Acetyl-6-methyl-2,3-dihydropyran-2,4-dione
3-Acetyl-6-methyl-2,4(3H)-pyrandione
3-acetyl-6-methyl-2,4-dioxo-3H-pyran
3-Acetyl-6-methyl-2,4-pyrandione
3-acetyl-6-methyl-2H-pyran-2,4(3H)-dione (en)
3-Acetyl-6-methyl-2H-pyran-2,4(3H)-dione, enol form
3-Acetyl-6-methyl-2H-pyran-2,4(3H)-dione, ion(1-)
3-Acetyl-6-methyl-2-pyranone
3-acetyl-6-methyl-3,4-dihydro-2H-2,4-pyrandione
3-acetyl-6-methyl-3,4-dihydro-2H-pyran-2,4-dione
3-Acetyl-6-Methyldihydropyrandione-2,4(3H)
3-acetyl-6-methylpyran-2,4-dione
3-Acetyl-6-methyl-pyran-2,4-dione

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