Methyl 2-fluoro-6-hydroxybenzoate

Base Information

• Chemical Name: Methyl 2-fluoro-6-hydroxybenzoate
• CAS No.: 72373-81-0
• Molecular Formula: C8H7FO3
• Molecular Weight: 170.14
• Hs Code.: 2918290000
• European Community (EC) Number: 671-226-0
• DSSTox Substance ID: DTXSID40379545
• Wikidata: Q82169401
• Mol file: 72373-81-0.mol

Synonyms:methyl 2-fluoro-6-hydroxybenzoate;72373-81-0;Methyl 6-fluorosalicylate;Benzoic acid, 2-fluoro-6-hydroxy-, methyl ester;METHYL2-FLUORO-6-HYDROXYBENZOATE;methyl-6-fluorosalicylate;2-Fluoro-6-Hydroxybenzoic Acid Methyl Ester;Benzoic acid,2-fluoro-6-hydroxy-, methyl ester;SCHEMBL619907;DTXSID40379545;ZSIIFQFGYNHHOP-UHFFFAOYSA-N;MFCD00153207;AKOS006229380;CS-W006359;FS-1134;FT-0653510;A837511

Chemical Property of Methyl 2-fluoro-6-hydroxybenzoate

Chemical Property:

• Appearance/Colour: Brown or red oil
• Vapor Pressure: 0.0328mmHg at 25°C
• Melting Point: 71°C
• Refractive Index: 1.526
• Boiling Point: 235.4 °C at 760 mmHg
• Flash Point: 96.1 °C
• PSA: 46.53000
• Density: 1.309 g/cm³
• LogP: 1.31790
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 170.03792224
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

98%min ^*data from raw suppliers

Methyl2-fluoro-6-hydroxybenzoate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=CC=C1F)O

Technology Process of Methyl 2-fluoro-6-hydroxybenzoate

There total 2 articles about Methyl 2-fluoro-6-hydroxybenzoate 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: 94.0%

methanol (67-56-1) + 6-fluorosalicylic acid (67531-86-6) → Methyl 2-fluoro-6-hydroxybenzoate (72373-81-0)

Guidance literature:

With sulfuric acid; for 106h; Reagent/catalyst; Heating; Industrial scale;

DOI:10.1021/acs.oprd.5b00389

Reference yield: 70.0%

6-fluorosalicylic acid (67531-86-6) + diazomethyl-trimethyl-silane (18107-18-1) → Methyl 2-fluoro-6-hydroxybenzoate (72373-81-0)

Guidance literature:

In tetrahydrofuran; methanol; hexane; at 0 ℃; for 3.33333h;

DOI:10.1021/acs.jmedchem.9b01411

Reference yield: 86.0%

ethyl iodide (75-03-6) + Methyl 2-fluoro-6-hydroxybenzoate (72373-81-0) → methyl 2-ethoxy-6-fluorobenzoate

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃;

upstream raw materials:

methanol

6-fluorosalicylic acid

diazomethyl-trimethyl-silane

Downstream raw materials:

methyl 2-[(difluoromethyl)oxy]-6-fluorobenzoate

5-fluoro-4-hydroxycoumarin

C₁₄H₁₇FO₅

4-fluoro-benzo[d]isoxazol-3-ol

Refernces

• 1、 -. "WDR5-MYC INHIBITORS". Paragraph 00515; 00924-00925. . Retrieved 2021/02/05.
• 2、 -. "MODIFIED COMPOUND OF ANDROGRAPHOLIDE". Paragraph 0306-0308. . Retrieved 2019/01/04.