Dodecyl gallate

Base Information

• Chemical Name: Dodecyl gallate
• CAS No.: 1166-52-5
• Deprecated CAS: 149030-04-6
• Molecular Formula: C19H30O5
• Molecular Weight: 338.444
• Hs Code.: 2918.29
• European Community (EC) Number: 214-620-6
• NSC Number: 133463
• UNII: 45612DY463
• DSSTox Substance ID: DTXSID0048189
• Nikkaji Number: J87.850B
• Wikipedia: Dodecyl_gallate
• Wikidata: Q418209
• RXCUI: 1596928
• Metabolomics Workbench ID: 48318
• ChEMBL ID: CHEMBL16121
• Mol file: 1166-52-5.mol

Synonyms:antioxidant E 312;antioxidant E-312;dodecyl gallate;E 312 antioxidant;E-312 antioxidant;lauryl gallate

Chemical Property of Dodecyl gallate

Chemical Property:

• Appearance/Colour: white to cream powder
• Vapor Pressure: 1.67E-11mmHg at 25°C
• Melting Point: 94-97 °C(lit.)
• Refractive Index: 1.534
• Boiling Point: 521.7 °C at 760 mmHg
• PKA: 7.93±0.25(Predicted)
• Flash Point: 180.3 °C
• PSA: 86.99000
• Density: 1.112 g/cm³
• LogP: 4.88110
• Storage Temp.: 0-6°C
• Sensitive.: Air Sensitive
• Solubility.: Very slightly soluble or practically insoluble in water, freely soluble in ethanol (96 per cent), slightly soluble in methylene chloride.
• Water Solubility.: practically insoluble
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 13
• Exact Mass: 338.20932405
• Heavy Atom Count: 24
• Complexity: 322

Purity/Quality:

99% ^*data from raw suppliers

Dodecyl 3,4,5-trihydroxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 24-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCCCCCOC(=O)C1=CC(=C(C(=C1)O)O)O
• Description: This gallate ester (E 310) is an antioxidant added to foods and cosmetics to prevent oxidation of unsaturated fatty acids. Cases have been reported in workers in the food industry, gallate being contained in margarine. It is also present in washing powder.
• Uses: Dodecyl Gallate is an antioxidant used in cream cheese, instant mashed potatoes, margarine, fats, and oils. Dodecyl gallate is an antioxidant in cosmetic and pharmaceutical creams and emulsions, various fats, oils, waxes, and foods, such as margarine. Dodecyl 3,4,5-Trihydroxybenzoate is used in method for stabilizing the pH of an aqueous compound comprising drug.

Technology Process of Dodecyl gallate

There total 8 articles about Dodecyl gallate 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: 82.0%

1-dodecyl alcohol (112-53-8) + 3,4,5-trihydroxybenzoic acid (149-91-7) → dodecyl gallate (1166-52-5)

Guidance literature:

With sulfuric acid; at 100 ℃; for 0.833333h; Microwave irradiation;

DOI:10.1016/j.ejmech.2015.01.033

Reference yield: 64.0%

dodecyl 3,4,5-tribenzyloxybenzoate (1063201-08-0) → dodecyl gallate (1166-52-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; atmospheric pressure;

DOI:10.1016/j.bmc.2008.07.063

Reference yield:

C31H48O8 → dodecyl gallate (1166-52-5)

Guidance literature:

With hydrazine hydrate; In ethanol; toluene; at 20 ℃; for 1.5h;

DOI:10.1021/acs.jafc.0c00807

upstream raw materials:

1-dodecyl alcohol

3,4,5-trihydroxybenzoic acid

3,4,5-trihydroxybenzoyl chloride

dodecyl 3,4,5-tribenzyloxybenzoate

Downstream raw materials:

dodecyl 3-O-(β-D-glucopyranosyl)-4,5-dihydroxybenzoate

dodecyl 3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside)-4,5-dihydroxybenzoate

Refernces

• 1、 Zhao, Xiao-Long,Li, Chun-Qing,Song, Xiao-Mei,Yan, Shuang-Mei,Luo, Du-Qiang. "Design, Synthesis, and Antifungal Activity of Alkyl Gallates Against Plant Pathogenic Fungi In Vitro and In Vivo". . p. 38 - 43. Retrieved 2021/02/01.
• 2、 Liu, Songbai,Wang, Peifei. "Development of a Gemini Interfacial Antioxidant for Oil in Water Emulsion with Gallic Acid and Dodecyl Gemini Chains". . p. 9953 - 9960. Retrieved 2020/10/26.