o-Tolyl salicylate

Base Information

• Chemical Name: o-Tolyl salicylate
• CAS No.: 617-01-6
• Molecular Formula: C14H12 O3
• Molecular Weight: 228.247
• European Community (EC) Number: 210-500-2
• NSC Number: 65073
• UNII: MXU84PJ614
• DSSTox Substance ID: DTXSID70210694
• Nikkaji Number: J136.477D
• Wikidata: Q27284288
• Metabolomics Workbench ID: 47870
• Mol file: 617-01-6.mol

Synonyms:o-Tolyl salicylate;617-01-6;Salicylic acid, o-tolyl ester;2-Methylphenyl 2-hydroxybenzoate;(2-methylphenyl) 2-hydroxybenzoate;Benzoic acid, 2-hydroxy-, 2-methylphenyl ester;o-cresyl salicylate;2-METHYLPHENYL SALICYLATE;FEMA No. 3734;Tolyl salicylate, o-;Cresyl salicylate, o-;UNII-MXU84PJ614;MXU84PJ614;Benzoic acid,2-hydroxy-, 2-methylphenyl ester;EINECS 210-500-2;NSC-65073;AI3-19490;o-tolyl 2-hydroxybenzoate;ortho-cresyl salicylate;NCIOpen2_003166;Salicylic acid o-tolyl ester;SCHEMBL891120;FEMA 3734;DTXSID70210694;CHEBI:173653;O-TOLYL SALICYLATE [FHFI];(2-Methylphenyl)2-hydroxybenzoate;NSC65073;NSC 65073;EN300-18434079;Q27284288;Z242069688

Chemical Property of o-Tolyl salicylate

Chemical Property:

• Vapor Pressure: 2.72E-06mmHg at 25°C
• Boiling Point: 379.3°C at 760 mmHg
• Flash Point: 162.5°C
• Density: 1.216g/cm³
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 228.078644241
• Heavy Atom Count: 17
• Complexity: 264

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1OC(=O)C2=CC=CC=C2O

Technology Process of o-Tolyl salicylate

There total 8 articles about o-Tolyl 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-(2-methylphenoxy)benzoic acid (6325-68-4) → o-tolyl 2-hydroxybenzoate (617-01-6)

Guidance literature:

With dipotassium hydrogenphosphate; Lumogen F Orange 240; In acetonitrile; at 40 ℃; for 26h; Irradiation; Inert atmosphere;

DOI:10.1002/anie.201706597

Reference yield: 90.0%

2-(trifluoromethyl)phenol (444-30-4) + ortho-cresol (95-48-7,77504-84-8) → o-tolyl 2-hydroxybenzoate (617-01-6)

Guidance literature:

With water; potassium carbonate; In toluene; at 120 ℃; for 12h;

DOI:10.1016/j.tetlet.2021.153592

Reference yield: 67.0%

2-(2-methylphenoxy)benzaldehyde (67698-66-2) → o-tolyl 2-hydroxybenzoate (617-01-6)

Guidance literature:

With 2-pentafluorophenyl-6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-2-ium tetrafluoroborate; 1,4-diaza-bicyclo[2.2.2]octane; oxygen; sodium iodide; 9-(2-mesityl)-10-methylacridinium perchlorate; In dichloromethane; at 20 ℃; for 36h; Schlenk technique; Irradiation;

DOI:10.1039/c9cc09272b

upstream raw materials:

ortho-cresol

salicylic acid

2-(2-methylphenoxy)benzoic acid

1-methyl-2-(2-methylphenoxy)benzoate

Downstream raw materials:

2-Allyloxy-benzoic acid o-tolyl ester

2-Carbamoyloxy-benzoic acid o-tolyl ester

2,4'-dihydroxy-3'-methyl-benzophenone

Refernces

• 1、 Tripathy, Alisha Rani,Yatham, Veera Reddy,Yedase, Girish Suresh. "Cerium photocatalyzed radical smiles rearrangement of 2-aryloxybenzoic acids". . p. 25207 - 25210. Retrieved 2021/08/05.
• 2、 Wang, Shao-Feng,Cao, Xiao-Ping,Li, Yang. "Efficient Aryl Migration from an Aryl Ether to a Carboxylic Acid Group To Form an Ester by Visible-Light Photoredox Catalysis". supporting information. p. 13809 - 13813. Retrieved 2017/10/24.