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Ethyl 2-hydroxybenzoate

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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
Mol File:
118-61-6.mol
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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)
FEMA 
2458 | ETHYL SALICYLATE
refractive index 
n20/D 1.522(lit.)
Flash point:
225 °F
storage temp. 
Store below +30°C.
solubility 
0.25g/l
pka
9.93±0.10(Predicted)
form 
Liquid
color 
Clear colorless to pale yellow
explosive limit
1.1%(V)
Water Solubility 
slightly soluble
JECFA Number
900
Merck 
14,3850
BRN 
907659
InChIKey
GYCKQBWUSACYIF-UHFFFAOYSA-N
CAS DataBase Reference
118-61-6(CAS DataBase Reference)
NIST Chemistry Reference
Benzoic acid, 2-hydroxy-, ethyl ester(118-61-6)
EPA Substance Registry System
Ethyl salicylate (118-61-6)
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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
Toxicity
LD50 orally in Rabbit: 1320 mg/kg LD50 dermal Rabbit > 5000 mg/kg

MSDS

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Ethyl 2-hydroxybenzoate Usage And Synthesis

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.

Uses

manufacture of artificial perfumes.

Production Methods

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

Preparation

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.

Taste threshold values

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

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.

Ethyl 2-hydroxybenzoate Preparation Products And Raw materials

Raw materials

Ethyl 2-hydroxybenzoateSupplier

Nanjing Jiangyan Chemical Co., Ltd. Gold
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XiaoGan ShenYuan ChemPharm co,ltd Gold
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J & K SCIENTIFIC LTD.
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Meryer (Shanghai) Chemical Technology Co., Ltd.
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3B Pharmachem (Wuhan) International Co.,Ltd.
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821-50328103-801
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