Ethyl gallate Chemical Properties

Melting point:

149-153 °C

Boiling point:

255.48°C (rough estimate)

Density 

1.2539 (rough estimate)

refractive index 

1.4570 (estimate)

storage temp. 

Store below +30°C.

solubility 

DMSO (Slightly), Methanol (Very Slightly)

pka

8.04±0.23(Predicted)

form 

Fine Powder

color 

White to slightly beige

Water Solubility 

soluble

BRN 

2116014

InChIKey

VFPFQHQNJCMNBZ-UHFFFAOYSA-N

LogP

1.300

CAS DataBase Reference

831-61-8(CAS DataBase Reference)

NIST Chemistry Reference

Gallic acid, ethyl ester(831-61-8)

EPA Substance Registry System

Benzoic acid, 3,4,5-trihydroxy-, ethyl ester (831-61-8)

Safety Information

Safety Statements 

24/25

WGK Germany 

2

RTECS 

LW7700000

TSCA 

Yes

HS Code 

29182900

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Ethyl gallate Usage And Synthesis

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.

Chemical Properties

white to slightly beige fine powder

Uses

Antioxidant.

Uses

Ethyl Gallate is an apoptotic agent as a polyphenol compound. Antiproliferative.

Definition

ChEBI: A gallate ester obtained by the formal condensation of gallic acid with ethanol.

General Description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

Synthesis

1. 100 g of gallic acid and 150 g of ethanol were added to the reactor. 2. 35 g of bromine-modified sulfonic acid resin (prepared as in Example 2) was added. 3. The reaction mixture was heated to 80°C for 5 hours. 4. After completion of the reaction, the filtrate and the bromine-modified sulfonic acid resin were separated by filtration. 5. The filtrate was distilled to remove excess ethanol to obtain the crude product. 6. The crude product was recrystallized using deionized water. 7. The recrystallized product was dehydrated and dried. 8. Ethyl gallate was obtained in 98% yield and 99% purity. 9. The crude product was recrystallized using deionized water. 7. The recrystallized product was dehydrated and dried. 8. Ethyl gallate was obtained with a yield of 98% and a purity of 99.9%. 9.

Purification Methods

Recrystallise the gallate from 1,2-dichloroethane, UV: max (neutral species) 275nm ( 10 000), (anion) 235nm ( 10 300), 279nm ( 11 400) and 324nm ( 8 500) [Campbell & Coppinger J Am Chem Soc 73 2708 1951]. [Beilstein 10 IV 2002.]

References

[1] Patent: CN105294433, 2016, A. Location in patent: Paragraph 0026
[2] Asian Journal of Chemistry, 2015, vol. 27, # 4, p. 1351 - 1354
[3] New Journal of Chemistry, 2018, vol. 42, # 20, p. 16999 - 17008
[4] ChemPhysChem, 2016, p. 2225 - 2237
[5] Tetrahedron, 2009, vol. 65, # 40, p. 8354 - 8361

Ethyl gallate(831-61-8)Related Product Information

• Propyl gallate
• Ethyl acetate
• Ethylparaben
• Ethylbenzene
• ETHYL ANTHRANILATE
• Methyl gallate
• Tris(trimethylsilyl)phosphate
• Octyl gallate
• Pyrogallol
• Ethyl propionate
• 3,5-Dihydroxybenzoic acid
• 4-Cyanophenol
• Gallic acid monohydrate
• Ethyl vanillin
• Ethyl benzoate
• Ethyl 3,4-dihydroxybenzoate
• Gallic acid
• Ethanol