Phenyl 3-methylsalicylate

Base Information

• Chemical Name: Phenyl 3-methylsalicylate
• CAS No.: 41755-73-1
• Molecular Formula: C14H12 O3
• Molecular Weight: 228.247
• Hs Code.: 2918290000
• European Community (EC) Number: 255-535-4
• DSSTox Substance ID: DTXSID70194581
• Nikkaji Number: J278.266I
• Wikidata: Q83067365
• Mol file: 41755-73-1.mol

Synonyms:phenyl 2-hydroxy-3-methylbenzoate;41755-73-1;Phenyl 3-methylsalicylate;EINECS 255-535-4;SCHEMBL14690428;phenyl2-hydroxy-3-methylbenzoate;DTXSID70194581;MFCD13704506;AKOS015998178;LS-07462;2-Hydroxy-3-methylbenzoic acid phenyl ester;CS-0327394

Chemical Property of Phenyl 3-methylsalicylate

Chemical Property:

• Vapor Pressure: 2.41E-05mmHg at 25°C
• Boiling Point: 348.9°Cat760mmHg
• Flash Point: 146.3°C
• PSA: 46.53000
• Density: 1.216g/cm³
• LogP: 2.91980
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 228.078644241
• Heavy Atom Count: 17
• Complexity: 258

Purity/Quality:

99% ^*data from raw suppliers

Phenyl 2-hydroxy-3-methylbenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C(=O)OC2=CC=CC=C2)O

Technology Process of Phenyl 3-methylsalicylate

There total 6 articles about Phenyl 3-methylsalicylate 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: 88.0%

3-methyl-2-phenoxybenzoic acid (6082-88-8) → phenyl 2-hydroxy-3-methylbenzoate (41755-73-1)

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: 64.0%

3-methylsalicylic acid (83-40-9) + phenol (108-95-2,27073-41-2) → phenyl 2-hydroxy-3-methylbenzoate (41755-73-1)

Guidance literature:

With trichlorophosphate; at 75 - 80 ℃; for 4h;

DOI:10.2478/s11696-010-0084-9

Reference yield:

C14H11NO → phenyl 2-hydroxy-3-methylbenzoate (41755-73-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / water; ethanol / 16 h / Reflux

2: Lumogen F Orange 240; dipotassium hydrogenphosphate / acetonitrile / 26 h / 40 °C / Irradiation; Inert atmosphere

With dipotassium hydrogenphosphate; Lumogen F Orange 240; sodium hydroxide; In ethanol; water; acetonitrile;

DOI:10.1002/anie.201706597

upstream raw materials:

3-methylsalicylic acid

phenol

phenyl Salicylate

2-phenoxybenzoic acid

Downstream raw materials:

phenyl-N-butylcarbamate

4-methylxanthen-9-one

2-Hydroxy-3-methyl-N-pyridin-2-ylmethyl-benzamide

C₁₄H₁₄N₂O₂

Refernces

• 1、 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". . p. 13809 - 13813. Retrieved 2017/10/24.