Ethyl gallate

Base Information

• Chemical Name: Ethyl gallate
• CAS No.: 831-61-8
• Deprecated CAS: 52441-13-1
• Molecular Formula: C9H10O5
• Molecular Weight: 198.175
• Hs Code.: 2918.29
• European Community (EC) Number: 212-608-5
• NSC Number: 402626
• UNII: 235I6UDD3L
• DSSTox Substance ID: DTXSID2061195
• Nikkaji Number: J7.132C
• Wikipedia: Ethyl_gallate
• Wikidata: Q4532976
• Metabolomics Workbench ID: 46230
• ChEMBL ID: CHEMBL453196
• Mol file: 831-61-8.mol

Synonyms:ethyl 3,4,5-trihydroxybenzoate;ethyl gallate

Chemical Property of Ethyl gallate

Chemical Property:

• Appearance/Colour: white to slightly beige fine powder
• Vapor Pressure: 1.29E-08mmHg at 25°C
• Melting Point: 149-153 °C
• Refractive Index: 1.611
• Boiling Point: 447.3 °C at 760 mmHg
• PKA: 8.04±0.23(Predicted)
• Flash Point: 185 °C
• PSA: 86.99000
• Density: 1.424 g/cm³
• LogP: 0.98010
• Storage Temp.: Store below +30°C.
• Solubility.: DMSO (Slightly), Methanol (Very Slightly)
• Water Solubility.: soluble
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 198.05282342
• Heavy Atom Count: 14
• Complexity: 193

Purity/Quality:

99.0%min ^*data from raw suppliers

Gallic Acid Ethyl Ester ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=C(C(=C1)O)O)O
• Description: Ethyl gallate is a food additive with E number E313. It is the ethyl ester of gallic acid. Ethyl gallate is added to food as an antioxidant. Though found naturally in a variety of plant sources including walnuts Terminalia myriocarpa or chebulic myrobolan (Terminalia chebula). Ethyl gallate is produced from gallic acid and ethanol. It can be found in wine.
• Uses: Ethyl Gallate is an apoptotic agent as a polyphenol compound. Antiproliferative.

Technology Process of Ethyl gallate

There total 12 articles about Ethyl 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: 98.0%

ethanol (64-17-5) + 3,4,5-trihydroxybenzoic acid (149-91-7) → Ethyl gallate (831-61-8)

Guidance literature:

With brominated modified sulfonic acid resin; at 80 ℃; for 5h; Reagent/catalyst;

Reference yield: 91.0%

→ Ethyl gallate (831-61-8)

Guidance literature:

With sulfuric acid; for 12h; Reflux;

Reference yield: 89.0%

ethyl 3,4,5-tribenzyloxybenzoate (100079-21-8) → Ethyl gallate (831-61-8)

Guidance literature:

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

DOI:10.1016/j.bmc.2008.07.063

upstream raw materials:

ethanol

3,4,5-trihydroxybenzoic acid

hydroquinone

ethyl 3,4,5-triacetoxybenzoate

Downstream raw materials:

ethyl 3,4,5-triacetoxybenzoate

3,4,5-triethoxybenzoic acid ethyl ester

ethyl 3,4,5-tris(octyloxy)benzoate

ellagic acid

Refernces

• 1、 Lima, Rafaely N.,Porto, André L.M.. "Facile synthesis of new quinoxalines from ethyl gallate by green chemistry protocol". . p. 825 - 828. Retrieved 2017.
• 2、 Manning. "". . p. 1315. Retrieved 1910.
• 3、 Liu, Jian,Song, Yuting,Tao, Jiayu,Xu, Hai-Jun,Zhang, Jiuxuan. "Two asymmetrical perylene diimide derivatives: Synthesis, optical-electrochemical properties and morphologies of self-assembly". . . Retrieved 2021/11/01.
• 4、 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.