Ethyl 2-hydroxy-4-methylbenzoate

Base Information

• Chemical Name: Ethyl 2-hydroxy-4-methylbenzoate
• CAS No.: 60770-00-5
• Molecular Formula: C10H12 O3
• Molecular Weight: 180.203
• UNII: T28WB9L56F
• DSSTox Substance ID: DTXSID1074963
• Nikkaji Number: J3.272.323C
• Wikidata: Q27289567
• Mol file: 60770-00-5.mol

Synonyms:ethyl 2-hydroxy-4-methylbenzoate;60770-00-5;ethyl 4-methylsalicylate;Benzoic acid, 2-hydroxy-4-methyl-, ethyl ester;T28WB9L56F;2-hydroxy-4-methylbenzoic acid ethyl ester;UNII-T28WB9L56F;Ethyl 4-methyl salicylate;SCHEMBL3309126;ethyl2-hydroxy-4-methylbenzoate;DTXSID1074963;MFCD06204737;AKOS008948863;50-85-1-BDMS-Et, + Et;2,4-CRESOTIC ACID, ETHYL ESTER;FT-0705125;NS00124588;Q27289567

Chemical Property of Ethyl 2-hydroxy-4-methylbenzoate

Chemical Property:

• Vapor Pressure: 0.011mmHg at 25°C
• Boiling Point: 253.999°C at 760 mmHg
• Flash Point: 104.193°C
• PSA: 46.53000
• Density: 1.137g/cm³
• LogP: 1.87730
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 180.078644241
• Heavy Atom Count: 13
• Complexity: 179

Purity/Quality:

97% ^*data from raw suppliers

Ethyl2-hydroxy-4-methylbenzoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C=C(C=C1)C)O

Technology Process of Ethyl 2-hydroxy-4-methylbenzoate

There total 9 articles about Ethyl 2-hydroxy-4-methylbenzoate 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: 85.0%

ethyl 2-hydroxy-4-methyl-6-methylthiobenzoate (117530-22-0) → ethyl 4-methylsalicylate (60770-00-5)

Guidance literature:

nickel;

DOI:10.1016/S0040-4039(00)80132-X

Reference yield: 83.0%

4-methylbenzoic acid ethyl ester (94-08-6) → ethyl 4-methylsalicylate (60770-00-5)

Guidance literature:

With palladium diacetate; 1-fluoro-pyridinium tetrafluoroborate; trifluoroacetic acid; trifluoroacetic anhydride; at 60 - 80 ℃; for 24h; regioselective reaction; Sealed tube;

DOI:10.1002/anie.201207458

Reference yield: 65.0%

ethanol (64-17-5) + 2-hydroxy-p-toluic acid (50-85-1) → ethyl 4-methylsalicylate (60770-00-5)

Guidance literature:

With sulfuric acid; for 16h; Reflux;

upstream raw materials:

ethanol

2-hydroxy-p-toluic acid

(E)-4-chloro-3-buten-2-one

ethyl acetoacetate

Downstream raw materials:

2-hydroxy-4-methyl-3-nitro-benzoic acid ethyl ester

2-(5-mercapto-1,3,4-oxadiazol-2-yl)-5-methylphenol

5-Methyl-2-(5-((2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl)thio)-1,3,4-oxadiazol-2-yl)phenol

2-(5-(2-hydroxy-4-methylphenyl)-1,3,4-oxadiazol-2-ylthio)-1-phenylethanone

Refernces

• 1、 Begam, Hasina Mamataj,Jana, Ranjan,Manna, Kartic,Samanta, Krishanu. "Overcoming the Deallylation Problem: Palladium(II)-Catalyzed Chemo-, Regio-, and Stereoselective Allylic Oxidation of Aryl Allyl Ether, Amine, and Amino Acids". supporting information. p. 7443 - 7449. Retrieved 2020/10/09.
• 2、 -. "SUBSTITUTED TRICYCLIC COMPOUNDS WITH ACTIVITY TOWARDS EP1 RECEPTORS". Page/Page column 146. . Retrieved 2013/10/22.