Phenyl salicylate

Base Information

• Chemical Name: Phenyl salicylate
• CAS No.: 118-55-8
• Molecular Formula: C13H10O3
• Molecular Weight: 214.221
• Hs Code.: 2198.23
• European Community (EC) Number: 204-259-2
• NSC Number: 33406
• UNII: 28A37T47QO
• DSSTox Substance ID: DTXSID6021957
• Nikkaji Number: J5.300G
• Wikipedia: Phenyl_salicylate
• Wikidata: Q421259
• NCI Thesaurus Code: C75079
• RXCUI: 36122
• Metabolomics Workbench ID: 45212
• ChEMBL ID: CHEMBL1339216
• Mol file: 118-55-8.mol

Synonyms:phenyl salicylate;salol

Chemical Property of Phenyl salicylate

Chemical Property:

• Appearance/Colour: White crystalline solid
• Vapor Pressure: 0.000421mmHg at 25°C
• Melting Point: 41.5 °C
• Refractive Index: 1.615
• Boiling Point: 306.6 °C at 760 mmHg
• PKA: 8.71±0.10(Predicted)
• Flash Point: 137.3 °C
• PSA: 46.53000
• Density: 1.25 g/cm³
• LogP: 2.61140
• Storage Temp.: room temp
• Solubility.: dioxane: 0.1 g/mL, clear, colorless
• Water Solubility.: Soluble in alcohol, ether, chloroform, turpentine, acetone and benzene. Sparingly soluble in chloroformbenzene. Insoluble in wat
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 214.062994177
• Heavy Atom Count: 16
• Complexity: 233

Purity/Quality:

99%, ^*data from raw suppliers

Phenyl salicylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Esters, Other
• Canonical SMILES: C1=CC=C(C=C1)OC(=O)C2=CC=CC=C2O
• Description: Phenyl salicylate (chemical formula: C13H10O3) belongs to the family of hydroxybenzoic acid which are compound containing a hydroxybenzoic acid or its derivative. It is manufactured through the chemical reaction between phenol and salicylic acid. Phenyl salicylate has several medical properties. It can be used as analgesic to relieve pain, as an antiseptic with antibacterial effect as well as a kind of antipyretic for the treatment of fever. It is also used for the treatment of inflammation triggered by the lower urinary tract. However, it is no longer commonly applied to human medicine, but is still used in veterinary medicine.
• Uses: Phenyl salicylate is used as an analgesic and antipyretic. It is also used in the manufacture of polymer plastics, lacquers, waxes, polishes, adhesives, and sunscreen products(suntan oils and cremes). As light absorber to prevent discoloration of plastics. It is also a fragrance ingredient, but has limited use. in veterinary use as an external disinfectant and intestinal antiseptic agent.

Technology Process of Phenyl salicylate

There total 55 articles about Phenyl 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: 92.0%

2-phenoxybenzoic acid (2243-42-7) → phenyl Salicylate (118-55-8)

Guidance literature:

With dipotassium hydrogenphosphate; Lumogen F Orange 240; In acetonitrile; at 40 ℃; for 26h; Reagent/catalyst; Solvent; Wavelength; Catalytic behavior; Irradiation; Inert atmosphere;

DOI:10.1002/anie.201706597

Reference yield: 85.0%

salicylic acid (69-72-7,25496-36-0,8052-31-1) + phenol (108-95-2,27073-41-2) → phenyl Salicylate (118-55-8)

Guidance literature:

With aluminium trichloride; zinc(II) chloride; at 0 - 20 ℃; for 10h;

DOI:10.1080/00397910600773759

Reference yield: 85.0%

phenol (108-95-2,27073-41-2) + methyl salicylate (119-36-8,8024-54-2) → phenyl Salicylate (118-55-8)

Guidance literature:

With 6% Mo(VI)/ZrO2 coated on сordierite honeycomb monolith; for 4h; Reflux;

DOI:10.5012/jkcs.2012.56.5.563

upstream raw materials:

phosgene

sodium phenoxide

sodium salicylate

diphenyl sulfite

Downstream raw materials:

RM₄₈₅₇

1-(4-methyl-thiazol-5-yl)-2-salicyloyloxy-ethane

(3,4-dihydroquinolin-1(2H)-yl)(2-hydroxyphenyl)methanone

phenyl 2-acetoxybenzoate

Refernces

• 1、 Xie, Hao,Yang, Shuai,Zhang, Chunxia,Ding, Mingruo,Liu, Min,Guo, Jie,Zhang, Fengzhi. "Copper-Catalyzed Selective Diphenylation of Carboxylic Acids with Cyclic Diaryliodonium Salts". . p. 5250 - 5262. Retrieved 2017.
• 2、 Eckenroth. "-". . . Retrieved .
• 3、 Barbosa, Sandro L.,Ottone, Myrlene,De Freitas, Milton,Lima, Camila D.,Nelson, David L.,Clososki, Giuliano C.,Caires, Franco J.,Klein, Stanlei I.,Hurtado, Gabriela R.. "Synthesis of phenyl esters using SiO2-SO3H catalyst in conventional heating and microwave-irradiated esterification processes". . p. 3663 - 3668. Retrieved 2019.
• 4、 Lin, Chuankai,Liu, Jin-Biao,Wang, Ruixiang,Xie, Huilin. "Synthesis of salicylates from anionically activated aromatic trifluoromethyl group". supporting information. . Retrieved 2021/12/22.
• 5、 Ai, Han-Jun,Zhang, Youcan,Zhao, Fengqian,Wu, Xiao-Feng. "Rhodium-Catalyzed Carbonylative Synthesis of Aryl Salicylates from Unactivated Phenols". supporting information. p. 6050 - 6054. Retrieved 2020/10/02.