Octyl gallate Chemical Properties

Melting point:

101-104 °C(lit.)

Boiling point:

262.5°C (estimate)

Density 

1.0984 (rough estimate)

refractive index 

1.6200 (estimate)

storage temp. 

Store below +30°C.

solubility 

soluble2.5%, clear, colorless (AcOH (MEOH))

pka

7.94±0.25(Predicted)

color 

White to Off-White

Water Solubility 

20mg/L(29.99 ºC)

BRN 

2132305

LogP

3.660

CAS DataBase Reference

1034-01-1(CAS DataBase Reference)

EPA Substance Registry System

Benzoic acid, 3,4,5-trihydroxy-, octyl ester (1034-01-1)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-43

Safety Statements 

24-37

WGK Germany 

1

RTECS 

LW8225000

TSCA 

Yes

HS Code 

2918 29 00

Toxicity

LD50 orally in Rabbit: 1960 mg/kg

MSDS

• Language:English Provider:Octyl gallate
• Language:English Provider:SigmaAldrich

Octyl gallate Usage And Synthesis

Description

Octyl gallate is the ester formed by 1-octanol and gallic acid. It can be used as an antioxidant and preservative to be supplemented to the food. It has been demonstrated to be an effective fungicide being capable of inhibiting the growth of S. cerevisiae and Z. bailii as it can inhibit the fluidity of the cell membrane through acting as a nonionic surface-active agent. It is also capable of killing both DNA and RNA viruses with a relatively moderate cytotoxicity. For example, it has the potential to treat influenza. Octyl gallate also has certain bactericidal activity, being capable of treating the infections associated with enterococci.

References

[1]Ken-Ichi, Fujita, and K. Isao. "Antifungal activity of octyl gallate. " International Journal of Food Microbiology 79.3(2002):1
[2]Gutiérrez-Fernández, J, et al. "Antimicrobial activity of binary combinations of natural and synthetic phenolic antioxidants against Enterococcus faecalis. " Journal of Dairy Science 96.8(2013):4912-20.93.
[3] Yamasaki, H, et al. "Antiviral effect of octyl gallate against influenza and other RNA viruses. " International Journal of Molecular Medicine 19.4(2007): 685-688.

Description

During the 1940s, propyl gallate and several other alkyl gallates were allowed for use in foods in a number of countries. Since gallic acid contains three phenolic hydroxyl groups, it is a rather potent antioxidant; however, the propyl ester has a significant degree of water solubility. As a consequence, propyl gallate tends to partition into any water phase which may be present and to complex with iron salts to give bluish black colors. Also, its relatively poor resistance to heat degradation makes it ineffective for baking and frying applications. The higher alkyl gallates (butyl and octyl) are more fat soluble.

Chemical Properties

White powder

Uses

Used in treatment of alcohol dependence.

Uses

Octyl gallate is an antioxidant that is used as a preservation agent in a wide variety of foods, oils, and cosmetics.

Uses

Octyl gallate is an antioxidant for use in cosmetic and pharmaceutical products and in food products, such as margarine and peanut butter.

Definition

ChEBI: A gallate ester obtained by condensation of the carboxy group of gallic acid with the hydroxy group of octanol.

General Description

Octyl gallate is an ester of gallic acid which is generally used as an antioxidant in food and pharmaceutical industries. It can act against the oxidative damage caused by reactive oxygen species (ROS) in the form of hydroxyl radicals or hydrogen peroxides, and reactive sulfur species (RSS)

Contact allergens

Octyl gallate, a gallate ester (E 311), is an antioxidant added to food and cosmetics to prevent oxidation of unsaturated fatty acids. Cases were sparsely reported in food industry or from lipsticks. Patch tests are frequently irritant.

Safety Profile

A poison by intraperitoneal route. Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes.

Octyl gallate(1034-01-1)Related Product Information

• octyl benzoate
• 2'-Hydroxy-3-phenylpropiophenone
• 2,3,4-Trihydroxybenzoic acid
• Gallic acid monohydrate
• 4-Hydroxybenzoic acid
• Pyrogallol
• Salicylic acid
• Acetic acid octyl ester
• 2-ETHYLHEXYL PALMITATE
• Propyl gallate
• 4-HYDROXYBENZOIC ACID N-AMYL ESTER
• Methylparaben
• Methyl gallate
• galloylpaeoniflorin
• Pyrimidine-2-carboxylic acid
• 9-Fluorenylmethyl chloroformate
• Gallic acid
• Ethyl gallate