2,4-DIHYDROXY-6-METHYLBENZOIC ACID ETHYL ESTER

Base Information

• Chemical Name: 2,4-DIHYDROXY-6-METHYLBENZOIC ACID ETHYL ESTER
• CAS No.: 2524-37-0
• Molecular Formula: C10H12O4
• Molecular Weight: 196.203
• Hs Code.: 2918199090
• European Community (EC) Number: 623-214-1
• NSC Number: 149781
• UNII: 3035H4GP23
• DSSTox Substance ID: DTXSID4062488
• Nikkaji Number: J382.972C
• Wikidata: Q27194425
• Metabolomics Workbench ID: 123696
• ChEMBL ID: CHEMBL1601166
• Mol file: 2524-37-0.mol

Synonyms:2,4-Dihydroxy-6-methylbenzoic acid ethyl ester;NSC 149781;

Chemical Property of 2,4-DIHYDROXY-6-METHYLBENZOIC ACID ETHYL ESTER

Chemical Property:

• Vapor Pressure: 2.33E-05mmHg at 25°C
• Melting Point: 129-132 °C (lit.)
• Refractive Index: 1.566
• Boiling Point: 349.5 °C at 760 mmHg
• PKA: 8.27±0.23(Predicted)
• Flash Point: 138.6 °C
• PSA: 66.76000
• Density: 1.249 g/cm³
• LogP: 1.58290
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 196.07355886
• Heavy Atom Count: 14
• Complexity: 204

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl 2,4-Dihydroxy-6-methylbenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C=C(C=C1C)O)O

Technology Process of 2,4-DIHYDROXY-6-METHYLBENZOIC ACID ETHYL ESTER

There total 30 articles about 2,4-DIHYDROXY-6-METHYLBENZOIC ACID ETHYL ESTER 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: 90.0%

ethyl 3-bromoorsellinate (343948-35-6) → ethyl orselinate (2524-37-0)

Guidance literature:

With hydrogen; triethylamine; palladium on activated charcoal; In methanol;

DOI:10.1016/S0040-4020(01)81801-9

Reference yield: 88.0%

ethyl 3,5-dibromo-2,4-dihydroxy-6-methyl benzoate (21855-46-9) → ethyl orselinate (2524-37-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In sodium hydroxide; for 15h; under 760 Torr; Ambient temperature;

Reference yield: 76.5%

ethyl acetoacetate (141-97-9) → ethyl orselinate (2524-37-0)

Guidance literature:

ethyl acetoacetate; With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; Inert atmosphere;

With n-butyllithium; In tetrahydrofuran; hexane; mineral oil; for 10h; Inert atmosphere;

DOI:10.1016/j.bmcl.2021.128410

upstream raw materials:

diethyl sulfate

orsellinic acid

ethyl 3,5-dibromo-2,4-dihydroxy-6-methyl benzoate

ethyl iodide

Downstream raw materials:

ethyl 5-chloro-orsellinate

ethyl 3-bromo-2,4-dihydroxy-6-methylbenzoate

5-hydroxy-2,7-dimethyl-2-(4-methyl-3-pentenyl)-2H-chromene-6-carboxylic acid ethyl ester

C₂₀H₂₈O₄

Refernces

• 1、 Lopes, Thiago Inacio Barros,Coelho, Roberta Gomes,Yoshida, Nidia Cristiane,Honda, Neli Kika. "Radical-scavenging activity of orsellinates". . p. 1551 - 1554. Retrieved 2008.
• 2、 Nagalatha,Siva Ganesh,Venkat Narsaiah. "Stereoselective synthesis of resorcylic acid lactone Cochliomycin B". . . Retrieved 2021/09/22.
• 3、 Lopes, Thiago Inácio Barros,Coelho, Roberta Gomes,Honda, Neli Kika. "Inhibition of mushroom tyrosinase activity by orsellinates". . p. 61 - 64. Retrieved 2018/01/05.