Ethyl salicylate

Base Information

• Chemical Name: Ethyl salicylate
• CAS No.: 118-61-6
• Deprecated CAS: 1476043-16-9
• Molecular Formula: C9H10O3
• Molecular Weight: 166.177
• Hs Code.: 29182390
• European Community (EC) Number: 204-265-5
• NSC Number: 8209
• UNII: 555U6TZ2MV
• DSSTox Substance ID: DTXSID1021958
• Nikkaji Number: J5.527A
• Wikipedia: Ethyl_salicylate
• Wikidata: Q408120
• Metabolomics Workbench ID: 44067
• ChEMBL ID: CHEMBL2251610
• Mol file: 118-61-6.mol

Synonyms:ethyl salicylate;salicylic acid, ethyl ester

Chemical Property of Ethyl salicylate

Chemical Property:

• Appearance/Colour: clear colourless to pale yellow liquid
• Vapor Pressure: 0.05 mm Hg ( 25 °C)
• Melting Point: 1 °C(lit.)
• Refractive Index: n20/D 1.522(lit.)
• Boiling Point: 234.4 °C at 760 mmHg
• PKA: 9.93±0.10(Predicted)
• Flash Point: 93.8 °C
• PSA: 46.53000
• Density: 1.168 g/cm³
• LogP: 1.56890
• Storage Temp.: Store below +30°C.
• Solubility.: 0.25g/l
• Water Solubility.: slightly soluble
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 166.062994177
• Heavy Atom Count: 12
• Complexity: 156

Purity/Quality:

99% ^*data from raw suppliers

Ethyl salicylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/38-52/53
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: CCOC(=O)C1=CC=CC=C1O
• 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.
• Uses: manufacture of artificial perfumes. Ethyl salicylate is a non-steroidal analgesic, anti-inflammatory and antirrheumatic drug. Its complexation with β-cyclodextrin was studied using reversed-phase liquid chromatography. 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.

Technology Process of Ethyl salicylate

There total 47 articles about Ethyl salicylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2-(3-methyl-but-2-enyloxy)-benzoic acid ethyl ester → 2-hydroxy-benzoic acid ethyl ester (118-61-6)

Guidance literature:

With titanium tetrachloride; tetra-(n-butyl)ammonium iodide; In dichloromethane; at -78 ℃; for 0.5h;

DOI:10.1016/S0040-4039(99)01717-7

Reference yield: 99.0%

ethanol (64-17-5) + salicylic acid (69-72-7,25496-36-0,8052-31-1) → 2-hydroxy-benzoic acid ethyl ester (118-61-6)

Guidance literature:

With sulfuric acid; for 4h; Reflux;

DOI:10.1021/ol502615y

Reference yield: 95.0%

ethyl 2-oxocyclohexane carboxylate (1655-07-8) → 2-hydroxy-benzoic acid ethyl ester (118-61-6)

Guidance literature:

With palladium chloride*2MeCN; chloranil; In 1,4-dioxane; at 100 ℃; for 18h;

DOI:10.1002/cctc.201600447

upstream raw materials:

2,4,6-trimethyl-pyridine

ethyl 1-chloro-2-oxocyclohexanecarboxylate

1-bromo-2-oxo-cyclohexanecarboxylic acid ethyl ester

ethyl 3-bromo-2-oxocyclohexanecarboxylate

Downstream raw materials:

benzoic acid phenyl ester

ethyl acetylsalicylate

ethyl 2-(allyloxy)benzoate

2-Hydroxy-benzoesaeure-<2,3-dihydroxy-propylester>

Refernces

• 1、 Goettig. "-". . p. 1474. Retrieved 1876.
• 2、 Khan, Abdul Majeed,Khaliq, Shaista,Sadiq, Rabia. "Investigation of waste banana peels and radish leaves for their biofuels potential". . p. 239 - 245. Retrieved 2015.
• 3、 Irwin,Masuda,Li Wan Po. "Transesterification kinetics of phenyl salicylate". . p. 5217 - 5223. Retrieved 1984.
• 4、 Wenkert, Ernest,Greenberg, Richard S.,Kim, Hong-Seok. "204. The Reaction of 1,3-Butadiene with Ethyl Diazopyruvate. Syntheses of Salicylates and of Nezukone". . p. 2159 - 2165. Retrieved 1987.
• 5、 Nakanishi, Takayuki,Suzuki, Yuki,Doi, Yoshihiro,Seki, Tomohiro,Koizumi, Hitoshi,Fushimi, Koji,Fujita, Koji,Hinatsu, Yukio,Ito, Hajime,Tanaka, Katsuhisa,Hasegawa, Yasuchika. "Enhancement of optical faraday effect of nonanuclear Tb(III) complexes". . p. 7635 - 7641. Retrieved 2014.
• 6、 Lin, Chuankai,Liu, Jin-Biao,Wang, Ruixiang,Xie, Huilin. "Synthesis of salicylates from anionically activated aromatic trifluoromethyl group". supporting information. . Retrieved 2021/12/22.
• 7、 Liu, Jie,Zhang, Guang-Yu,Zhang, Zhe,Li, Bo,Chai, Fei,Wang, Qi,Zhou, Zi-Dan,Xu, Ling-Ling,Wang, Shou-Kai,Jin, Zhen,Tang, You-Zhi. "Design, synthesis, in vitro and in vivo evaluation against MRSA and molecular docking studies of novel pleuromutilin derivatives bearing 1, 3, 4-oxadiazole linker". . . Retrieved 2021/05/17.