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Ethyl salicylate

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Name

Ethyl salicylate

EINECS 204-265-5
CAS No. 118-61-6 Density 1.168 g/cm3
PSA 46.53000 LogP 1.56890
Solubility slightly soluble in water Melting Point 1 °C(lit.)
Formula C9H10O3 Boiling Point 234.4 °C at 760 mmHg
Molecular Weight 166.177 Flash Point 93.8 °C
Transport Information N/A Appearance clear colourless to pale yellow liquid
Safety 26-36 Risk Codes 22-36/38
Molecular Structure Molecular Structure of 118-61-6 (Ethyl 2-hydroxybenzoate) Hazard Symbols HarmfulXn, IrritantXi
Synonyms

Salicylicacid, ethyl ester (6CI,7CI,8CI);2-Ethoxycarbonylphenol;2-Hydroxybenzoic acidethyl ester;Ethyl 2-hydroxybenzoate;Ethyl o-hydroxybenzoate;Mesotol;NSC 8209;Sal Ethyl;Salicylic ether;Salotan;o-(Ethoxycarbonyl)phenol;

Article Data 113

Ethyl salicylate Synthetic route

2-(3-methyl-but-2-enyloxy)-benzoic acid ethyl ester

118-61-6

2-hydroxy-benzoic acid ethyl ester

Conditions
ConditionsYield
With titanium tetrachloride; tetra-(n-butyl)ammonium iodide In dichloromethane at -78℃; for 0.5h; deprenylation;100%
64-17-5

ethanol

69-72-7

salicylic acid

118-61-6

2-hydroxy-benzoic acid ethyl ester

Conditions
ConditionsYield
With sulfuric acid for 4h; Reflux;99%
With sulfuric acid In water for 4h; Reflux;97.25%
With alumina methanesulfonic acid at 120℃; for 0.333333h; Microwave irradiation;96%
1655-07-8

ethyl 2-oxocyclohexane carboxylate

118-61-6

2-hydroxy-benzoic acid ethyl ester

Conditions
ConditionsYield
With palladium chloride*2MeCN; chloranil In 1,4-dioxane at 100℃; for 18h;95%
With 5-trimethylammonio-1,3-dioxo-1,3-dihydro-1λ5-benzo[d][1,2]-iodoxol-1-ol anion In diethylene glycol dimethyl ether; water at 40℃; for 24h;32%
529-68-0

ethyl acetylsalicylate

118-61-6

2-hydroxy-benzoic acid ethyl ester

Conditions
ConditionsYield
With Candida cylindracea lipase In di-isopropyl ether; butan-1-ol at 28 - 30℃; for 48h;94%
With aluminium trichloride; potassium iodide In water; acetonitrile at 80℃; for 4h;80%
61493-59-2

2-(But-2-enyl-1-oxy)benzoesaeureethylester

118-61-6

2-hydroxy-benzoic acid ethyl ester

Conditions
ConditionsYield
With titanium tetrachloride; tetra-(n-butyl)ammonium iodide In dichloromethane at -78℃; for 0.5h; deprenylation;94%
64-17-5

ethanol

119-36-8

methyl salicylate

118-61-6

2-hydroxy-benzoic acid ethyl ester

Conditions
ConditionsYield
With potassium phosphate; N-benzyl-N,N,N-triethylammonium chloride at 20℃; for 4h;94%
75-03-6

ethyl iodide

69-72-7

salicylic acid

118-61-6

2-hydroxy-benzoic acid ethyl ester

Conditions
ConditionsYield
With cesium fluoride In acetonitrile for 3h; Heating;90%
64-67-5

diethyl sulfate

69-72-7

salicylic acid

118-61-6

2-hydroxy-benzoic acid ethyl ester

Conditions
ConditionsYield
With sodium hydrogencarbonate; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate at 40℃; for 0.583333h;90%
64-17-5

ethanol

89-95-2

2-methyl-benzyl alcohol

118-61-6

2-hydroxy-benzoic acid ethyl ester

Conditions
ConditionsYield
With perchloric acid; sodium percarbonate; vanadia for 4.5h; Cooling;89%

2-(o-Carboethxyphenoxy)-tetrahydropyran

118-61-6

2-hydroxy-benzoic acid ethyl ester

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In ethanol for 4h; Inert atmosphere; Reflux;83%

Ethyl salicylate Chemical Properties

Structure of Ethyl salicylate (CAS NO.118-61-6):

Molecular Formula: C9H10O3
Molar mass: 166.17 g/mol
EINECS: 204-265-5
Density: 1.168 g/cm3
Flash Point: 93.8 °C
Index of Refraction: 1.538
Boiling Point: 234.4 °C at 760 mmHg
Vapour Pressure: 0.0348 mmHg at 25°C
Melting point: 1 °C(lit.)
Appearance: Clear colourless to pale yellow liquid
Product categories: Aromatic Esters ; Pharmaceutical Intermediates ; Heterocyclic Compounds
XLogP3-AA: 3
H-Bond Donor: 1
H-Bond Acceptor: 3
Systematic Name: Ethyl 2-hydroxybenzoate 
SMILES: O=C(OCC)c1ccccc1O 
InChI: InChI=1/C9H10O3/c1-2-12-9(11)7-5-3-4-6-8(7)10/h3-6,10H,2H2,1H3 
InChIKey: GYCKQBWUSACYIF-UHFFFAOYAH 
Std. InChI: InChI=1S/C9H10O3/c1-2-12-9(11)7-5-3-4-6-8(7)10/h3-6,10H,2H2,1H3 
Std. InChIKey: GYCKQBWUSACYIF-UHFFFAOYSA-N

Ethyl salicylate Uses

  Ethyl salicylate (CAS NO.118-61-6) is not used for the modulation daily soap flavor, but also used in the pharmaceutical.

Ethyl salicylate Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LDLo oral 1400mg/kg (1400mg/kg)   Food and Cosmetics Toxicology. Vol. 16, Pg. 751, 1978.
guinea pig LDLo subcutaneous 1500mg/kg (1500mg/kg)   American Journal of Physiology. Vol. 13, Pg. 331, 1905.
rat LD50 oral 1320mg/kg (1320mg/kg)   Food and Cosmetics Toxicology. Vol. 16, Pg. 751, 1978.

Ethyl salicylate Consensus Reports

Reported in EPA TSCA Inventory.

Ethyl salicylate Safety Profile

Moderately toxic by ingestion and subcutaneous routes. A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS.
 

Hazard Codes of Ethyl salicylate (CAS NO.118-61-6): Xn,Xi
Risk Statements:
36: Irritating to the eyes
37: Irritating to the respiratory system
38: Irritating to the skin
Safety Statements:
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing

Ethyl salicylate Specification

 Ethyl salicylate (CAS NO.118-61-6) also can be called  Salicylic acid, ethyl ester ; Ethyl 2-hydroxybenzoate ; Ethyl o-hydroxybenzoate and benzoic acid, 2-hydroxy-, ethyl ester .It is hazardous,so the first aid measures and others should be known.Such as: When on the skin: should  flush skin with plenty of water immediatelyfor at least 15 minutes while removing contaminated clothing.Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.While ,it's Inhaled: Remove from exposure and move to fresh air immediately.Then you have the ingesting of the product : Do not induce vomiting.If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
In addition, It can be stable under normal temperature and pressure conditions.It is not compatible with strong oxidizing agents, strong bases, and you must not take it with light, strong oxidants and incompatible materials.And also prevent it to broken down into hazardous decomposition products: irritating and toxic fumes and gases, carbon dioxide, carbon monoxide.

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