3-Fluoro-2-hydroxybenzoic acid

Base Information

• Chemical Name: 3-Fluoro-2-hydroxybenzoic acid
• CAS No.: 341-27-5
• Molecular Formula: C7H5FO3
• Molecular Weight: 156.113
• Hs Code.: 29182900
• European Community (EC) Number: 629-830-7
• NSC Number: 109100
• DSSTox Substance ID: DTXSID90296394
• Nikkaji Number: J100.839K
• Wikidata: Q72479950
• ChEMBL ID: CHEMBL3244575
• Mol file: 341-27-5.mol

Synonyms:3-Fluoro-2-hydroxybenzoic acid;341-27-5;3-fluorosalicylic acid;Benzoic acid, 3-fluoro-2-hydroxy-;3-fluoro-2-hydroxy-benzoic acid;Salicylic acid, 3-fluoro-;CHEMBL3244575;MFCD00153167;2-Hydroxy-3-fluorobenzoic acid;NSC109100;2-hydroxy 3-fluorobenzoic acid;SCHEMBL1516668;3-fluoro-2-hydroxy benzoic acid;DTXSID90296394;3-Fluoro-2-hydroxybenzoic acid #;BCP30616;BDBM50517249;TD1041;AKOS005255292;AB04085;AC-3959;CS-W016244;FS-1316;NSC-109100;3-Fluoro-2-hydroxybenzoic acid, AldrichCPR;AM20060123;F0845;FT-0600852;EN300-105068;J-509614;Benzoic acid, 3-fluoro-2-hydroxy- pound>>2-Hydroxy-3-fluorobenzoicacid

Chemical Property of 3-Fluoro-2-hydroxybenzoic acid

Chemical Property:

• Appearance/Colour: off-white solid
• Vapor Pressure: 0.00336mmHg at 25°C
• Melting Point: 142-145°C
• Boiling Point: 270.5 °C at 760 mmHg
• PKA: 2.45±0.10(Predicted)
• Flash Point: 117.4 °C
• PSA: 57.53000
• Density: 1.492 g/cm³
• LogP: 1.22950
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 156.02227218
• Heavy Atom Count: 11
• Complexity: 160

Purity/Quality:

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

3-Fluoro-2-hydroxybenzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): XiC
• Hazard Codes: C,Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)F)O)C(=O)O

Technology Process of 3-Fluoro-2-hydroxybenzoic acid

There total 12 articles about 3-Fluoro-2-hydroxybenzoic acid 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: 100.0%

3-fluoro-2-hydroxy-thiobenzoic acid S-methyl ester (854914-89-9) → 3-fluorosalicylic acid (341-27-5)

Guidance literature:

With lithium hydroxide; In methanol; at 20 ℃; for 6h;

DOI:10.1039/b316802f

Reference yield: 86.0%

5-bromo-3-fluoro-2-hydroxybenzoic acid (251300-29-5) → 3-fluorosalicylic acid (341-27-5)

Guidance literature:

With hydrogen; potassium acetate; palladium on activated charcoal; In acetic acid; for 12h;

DOI:10.1055/s-1999-3607

Reference yield: 86.0%

carbon dioxide (124-38-9,18923-20-1) + fluoro-1 methoxymethylenoxy-2 benzene (117570-31-7) → 3-fluorosalicylic acid (341-27-5)

Guidance literature:

fluoro-1 methoxymethylenoxy-2 benzene; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 1.5h;

carbon dioxide; In tetrahydrofuran; hexane; at -78 ℃; for 1.5h;

With hydrogenchloride; In tetrahydrofuran; hexane; at 20 ℃;

DOI:10.1139/cjc-79-11-1541

upstream raw materials:

3-fluorosalicylaldehyde

5-bromo-3-fluoro-2-hydroxybenzoic acid

carbon dioxide

methylammonium carbonate

Downstream raw materials:

5-bromo-3-fluoro-2-hydroxybenzoic acid

5-bromo-2-{3-fluoro-2-[(phenylmethyl)oxy]phenyl}-6-methyl-3-(2-phenylethyl)-4(3H)-pyrimidinone

2-{3-fluoro-2-[(phenylmethyl)oxy]phenyl}-6-methyl-3-(2-phenylethyl)-4(3H)-pyrimidinone

3-fluoro-2-[(phenylmethyl)oxy]benzoic acid

Refernces

• 1、 Dobler, Markus R.. "A short and efficient preparation of methyl-[1,2,4]oxadiazolium derivatives with plant-inducing activity". . p. 963 - 964. Retrieved 2007/10/03.
• 2、 Lau, Stephen Y.W.,Keay, Brian A.. "A highly efficient strategy for the synthesis of 3-substituted salicylic acids by either directed ortho-lithiation or halogen-metal exchange of substituted mom protected phenols followed by carboxylation". . p. 1541 - 1545. Retrieved 2007/10/03.