Methyl 4-fluoro-2-hydroxybenzoate

Base Information

• Chemical Name: Methyl 4-fluoro-2-hydroxybenzoate
• CAS No.: 392-04-1
• Molecular Formula: C8H7FO3
• Molecular Weight: 170.14
• Hs Code.: 2918290000
• European Community (EC) Number: 609-620-1
• DSSTox Substance ID: DTXSID80379544
• Wikidata: Q69757784
• Mol file: 392-04-1.mol

Synonyms:methyl 4-fluoro-2-hydroxybenzoate;392-04-1;Methyl 4-Fluorosalicylate;4-Fluoro-6-hydroxy-benzoic acid methyl ester;MFCD02093965;Benzoic acid, 4-fluoro-2-hydroxy-, methyl ester;methyl-4-fluoro-2-hydroxybenzoate;4-fluoro-2-hydroxybenzoic acid methyl ester;SCHEMBL109588;DTXSID80379544;methyl 2-hydroxy-4-fluorobenzoate;WPWUDDDJTIZBGL-UHFFFAOYSA-N;Methyl-2-hydroxy-4-fluorobenzoate;methyl 2-hydroxy-4-fluoro-benzoate;Methyl 4-fluoro-2-hydroxy-benzoate;TD1229;AKOS006228768;AM61490;CS-W002883;FS-3200;methyl 4-fluoranyl-2-oxidanyl-benzoate;AC-28488;SY012803;FT-0628635;EN300-255316;A824458;J-522682

Chemical Property of Methyl 4-fluoro-2-hydroxybenzoate

Chemical Property:

• Vapor Pressure: 0.0603mmHg at 25°C
• Melting Point: 38-40 °C
• Refractive Index: 1.526
• Boiling Point: 224.7 °C at 760 mmHg
• PKA: 8.76±0.10(Predicted)
• Flash Point: 89.7 °C
• PSA: 46.53000
• Density: 1.309 g/cm³
• LogP: 1.31790
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.5
• 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%,99%, ^*data from raw suppliers

Methyl4-Fluoro-2-hydroxybenzoate ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=C(C=C1)F)O
• Uses: Methyl 4-Fluoro-2-hydroxybenzoate is a useful synthetic intermediate. It was used to prepare benzo[d]isoxazol-3-ol as D-amino acid oxidase inhibitors. It is also used in the discovery of hydroxy-indazole-carboxamides as inhibitors of Hsp90.

Technology Process of Methyl 4-fluoro-2-hydroxybenzoate

There total 10 articles about Methyl 4-fluoro-2-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: 98.0%

4-fluorosalicylic acid (345-29-9) + diazomethyl-trimethyl-silane (18107-18-1) → methyl 4-fluoro-2-hydroxybenzoate (392-04-1)

Guidance literature:

In methanol; hexane; benzene; at 0 - 20 ℃;

Reference yield: 95.0%

4-fluorosalicylic acid (345-29-9) → methyl 4-fluoro-2-hydroxybenzoate (392-04-1)

Guidance literature:

With sulfuric acid; In methanol; Heating / reflux;

Reference yield: 91.0%

methanol (67-56-1) + 4-fluorosalicylic acid (345-29-9) → methyl 4-fluoro-2-hydroxybenzoate (392-04-1)

Guidance literature:

With sulfuric acid; at 80 ℃; for 30h;

DOI:10.1248/cpb.60.223

upstream raw materials:

methanol

4-fluorosalicylic acid

diazomethyl-trimethyl-silane

methyl 3-fluorobenzoate

Downstream raw materials:

4-(1H-imidazol-1-yl)-2-methoxybenzoic acid methyl ester

methyl 2-((dimethylcarbamothioyl)oxy)-4-fluorobenzoate

methyl 2-(benzyloxy)-4-fluorobenzoate

methyl 4-fluoro-2-phenethoxybenzoate

Refernces

• 1、 -. "BENZOTHIOPHENE, THIENOPYRIDINE AND THIENOPYRIMIDINE DERIVATIVES FOR THE MODULATION OF STING". Page/Page column 86. . Retrieved 2021/02/12.
• 2、 -. "COMPOUNDS". Page/Page column 85. . Retrieved 2021/06/26.