Ethyl 2-hydroxybenzoate

Description

Ethyl 2-hydroxdybenzoate is also known as Ethyl salicylate, which a kind of ester formed through the condensation between salicylic acid and ethanol. It can be used as a perfumery, artificial essence flavoring agent and used in cosmetics. It can also be used as analgesics, anti-inflammatory and antipyretic agents.

Chemical properties

clear colourless to pale yellow liquid

Chemical properties

Ethyl salicylate is the ester formed by the condensation of salicylic acid and ethanol. It is a clear liquid that is sparingly soluble in water, but soluble in alcohol and ether. It has a pleasant odor resembling winter green and is used in perfumery and artificial flavors.

Chemical properties

Ethyl salicylate has a characteristic aromatic odor similar to wintergreen. It tends to darken on exposure to light and air.

Occurrence

Reported found in raspberry, tomato, currants, rum, whiskey, red wine, plum brandy, Cape gooseberry, Feijoa fruit, papaya and scotch.

The Uses of Ethyl 2-hydroxybenzoate

manufacture of artificial perfumes.

The Uses of Ethyl 2-hydroxybenzoate

Ethyl salicylate is a non-steroidal analgesic, anti-inflammatory and antirrheumatic drug. Its complexation with β-cyclodextrin was studied using reversed-phase liquid chromatography.

The Uses of Ethyl 2-hydroxybenzoate

Ethyl salicylate may be used as an analytical standard for the determination of the analyte in biological fluids and topical formulation by chromatography-based techniques.

Preparation

Ethyl 2-hydroxybenzoate is prepared by esterification of salicylic acid with ethyl alcohol and concentrated H2SO4 at 100°C in the presence of aluminum sulfate; by heating to the boil an alkaline solution of salicylic acid and ethyl p-toluenesulfonate.

Production Methods

Ethyl salicylate is found naturally in currants and strawberries . It is manufactured commercially by the esterification of salicylic acid with ethyl alcohol.

Definition

ChEBI: Ethyl salicylate is a hydroxybenzoic acid.

Taste threshold values

Taste characteristics at 10 ppm: sweet, wintergreen, spicy and anisic.

General Description

Ethyl salicylate was hydrolysed to salicylic acid by the use of an extractive electrospray ionisation (EESI) device.

Flammability and Explosibility

Not classified

Metabolism

Not Available

References

Sheu, Yaw-Wen, and Chein-Hsiun Tu. "Densities and viscosities of binary mixtures of ethyl acetoacetate, ethyl isovalerate, methyl benzoate, benzyl acetate, ethyl salicylate, and benzyl propionate with ethanol at T=(288.15, 298.15, 308.15, and 318.15) K." Journal of Chemical & Engineering Data 51.2 (2006): 545-553.
Filippa, Mauricio, Matías I. Sancho, and Estela Gasull. "Encapsulation of methyl and ethyl salicylates by β-cyclodextrin: HPLC, UV–vis and molecular modeling studies." Journal of pharmaceutical and biomedical analysis 48.3 (2008): 969-973.