Dehydroacetic acid

Base Information

• Chemical Name: Dehydroacetic acid
• CAS No.: 520-45-6
• Molecular Formula: C8H8O4
• Molecular Weight: 168.149
• Hs Code.: 29322980
• European Community (EC) Number: 208-293-9
• NSC Number: 760135,8770
• DSSTox Substance ID: DTXSID6020014
• Nikkaji Number: J5.151I
• Wikipedia: Dehydroacetic_acid
• Wikidata: Q63088091
• ChEMBL ID: CHEMBL284127
• Mol file: 520-45-6.mol

Synonyms:dehydroacetic acid;dehydroacetic acid ion (1-);dehydroacetic acid, potassium ion (1-);dehydroacetic acid, sodium ion (1-);dehydroacetic acid, sodium monohydrate ion (1-);dehydroacetic acid, zinc ion (1-);DHA-S;DHAS;dihydroxyacetone sulfate;sodium dehydroacetate

Chemical Property of Dehydroacetic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.000144mmHg at 25°C
• Melting Point: 111-113 °C(lit.)
• Refractive Index: 1.489
• Boiling Point: 332.6 °C at 760 mmHg
• PKA: 5.53±0.40(Predicted)
• Flash Point: 150.5 °C
• PSA: 60.44000
• Density: 1.264 g/cm³
• LogP: 0.22130
• Storage Temp.: 0-6°C
• Solubility.: 2g/l
• Water Solubility.: 500mg/L at 25℃
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 168.04225873
• Heavy Atom Count: 12
• Complexity: 287

Purity/Quality:

99% ^*data from raw suppliers

Dehydroacetic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 22-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: CC1=CC(=O)C(C(=O)O1)C(=O)C
• 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 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. 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. 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. antifungal, antibacterial 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. 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.

Technology Process of Dehydroacetic acid

There total 86 articles about Dehydroacetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

2,2,6-trimethyl-4H-1,3-dioxin-4-one (5394-63-8) → Dehydracetic acid (520-45-6,53488-80-5)

Guidance literature:

at 350 ℃; under 3.8 Torr;

DOI:10.1021/jo00007a008

Reference yield: 77.0%

1-ethoxybutyn-3-one (93279-40-4) → ethene (74-85-1) + Dehydracetic acid (520-45-6,53488-80-5)

Guidance literature:

In tetrachloromethane; at 90 - 95 ℃; for 1h;

DOI:10.1021/jo00200a018

Reference yield: 60.0%

6-methyl-4-oxo-2-thioxo-3,4-dihydro-2H-1,3-oxazine (2911-22-0) → Dehydracetic acid (520-45-6,53488-80-5)

Guidance literature:

With hydrogenchloride; sodium hydride; In tetrahydrofuran; paraffin; for 1h; Heating;

upstream raw materials:

1,4-dioxane

pyridine

Ketene

4-methyleneoxetan-2-one

Downstream raw materials:

6-methyl-3-(5t-phenyl-penta-2t,4-dienoyl)-pyran-2,4-dione

3,6-dimethyl-1-phenylpyrano<4,3-c>pyrazol-4(1H)-one

6-methyl-3-(4-nitro-trans-cinnamoyl)-pyran-2,4-dione

3-trans-cinnamoyl-6-methyl-pyran-2,4-dione

Refernces

• 1、 Gong, Ming,Kim, Jung Keun,Kovalev, Vladimir V.,Kovaleva, Olga V.,Shokova, Elvira A.,Tafeenko, Viktor A.,Wu, Yangjie. "Pyrazoles: 'one-pot' synthesis from arenes and carboxylic acids". supporting information. p. 5625 - 5638. Retrieved 2020/08/21.
• 2、 Diwischek, Florian,Arnone, Mario,Engels, Bernd,Holzgrabe, Ulrike. "Studies on the stereochemistry of 1,2,6-trimethyl-4-piperidone". . p. 6993 - 7001. Retrieved 2007/10/03.