Ethyl 2-hydroxybenzoate

Ethyl 2-hydroxybenzoate Basic information
Product Name:Ethyl 2-hydroxybenzoate
Synonyms:SALICYLIC ACID ETHYLESTER WITH GC;2-hydroxy-benzoicaciethylester;Benzoicacid,2-hydroxy-,ethylester;Ethyl salicyclate;ethylhydroxylbenzoate;Mesotol;o-(Ethoxycarbonyl)phenol;Sal Ethyl
CAS:118-61-6
MF:C9H10O3
MW:166.17
EINECS:204-265-5
Product Categories:Heterocyclic Compounds;Aromatic Esters;Pharmaceutical Intermediates;118-61-6
Mol File:118-61-6.mol
Ethyl 2-hydroxybenzoate Structure
Ethyl 2-hydroxybenzoate Chemical Properties
Melting point 1 °C (lit.)
Boiling point 234 °C (lit.)
density 1.131 g/mL at 25 °C (lit.)
vapor pressure 0.05 mm Hg ( 25 °C)
refractive index n20/D 1.522(lit.)
FEMA 2458 | ETHYL SALICYLATE
Fp 225 °F
storage temp. Store below +30°C.
solubility 0.25g/l
pka9.93±0.10(Predicted)
form Liquid
color Clear colorless to pale yellow
Odorat 100.00 %. sweet wintergreen mint floral spicy balsam
Odor Typeminty
explosive limit1.1%(V)
Water Solubility slightly soluble
Merck 14,3850
JECFA Number900
BRN 907659
InChIKeyGYCKQBWUSACYIF-UHFFFAOYSA-N
LogP3.07 at 21.9℃
CAS DataBase Reference118-61-6(CAS DataBase Reference)
NIST Chemistry ReferenceBenzoic acid, 2-hydroxy-, ethyl ester(118-61-6)
EPA Substance Registry SystemEthyl salicylate (118-61-6)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 22-36/38-52/53
Safety Statements 26-36
WGK Germany 1
RTECS VO3000000
TSCA Yes
HS Code 29182390
ToxicityLD50 orally in Rabbit: 1320 mg/kg LD50 dermal Rabbit > 5000 mg/kg
MSDS Information
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Ethyl 2-hydroxybenzoate Usage And Synthesis
DescriptionEthyl 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 Propertiesclear colourless to pale yellow liquid
Chemical PropertiesEthyl 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 PropertiesEthyl salicylate has a characteristic aromatic odor similar to wintergreen. It tends to darken on exposure to light and air.
OccurrenceReported found in raspberry, tomato, currants, rum, whiskey, red wine, plum brandy, Cape gooseberry, Feijoa fruit, papaya and scotch.
Usesmanufacture of artificial perfumes.
UsesEthyl salicylate is a non-steroidal analgesic, anti-inflammatory and antirrheumatic drug. Its complexation with β-cyclodextrin was studied using reversed-phase liquid chromatography.
UsesEthyl salicylate may be used as an analytical standard for the determination of the analyte in biological fluids and topical formulation by chromatography-based techniques.
PreparationBy 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.
DefinitionChEBI: Ethyl salicylate is a hydroxybenzoic acid.
Production MethodsEthyl salicylate is found naturally in currants and strawberries . It is manufactured commercially by the esterification of salicylic acid with ethyl alcohol.
Taste threshold valuesTaste characteristics at 10 ppm: sweet, wintergreen, spicy and anisic.
General DescriptionEthyl salicylate was hydrolysed to salicylic acid by the use of an extractive electrospray ionisation (EESI) device.
Flammability and ExplosibilityNotclassified
ReferencesSheu, 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.
2-HYDROXY-5-METHOXY-BENZOIC ACID ETHYL ESTER PHENETHYL SALICYLATE Ethyl 2-hydroxybenzoate Butyl salicylate Homosalate (+)-Bicuculline Benzyl salicylate OXALIC ACID BIS[2,4,5-TRICHLORO-6-(PENTYLOXYCARBONYL)PHENYL] ESTER Hexyl salicylate ISOFENPHOS CIS-3-HEXENYL SALICYLATE ethyl 5-acetyl-2-benzyloxybenzoate Isopropyl salicylate ACETYLSALICYLIC ANHYDRIDE Isobutyl salicylate ETHYL 5-ETHOXY-2-HYDROXYBENZOATE 2-ETHOXYBENZOIC ANHYDRIDE hydroxyprocaine

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