4-Bromo-2-fluorobenzoic acid

Base Information

• Chemical Name: 4-Bromo-2-fluorobenzoic acid
• CAS No.: 112704-79-7
• Molecular Formula: C7H4BrFO2
• Molecular Weight: 219.01
• Hs Code.: 29163990
• European Community (EC) Number: 630-232-3
• NSC Number: 190364
• DSSTox Substance ID: DTXSID60307209
• Nikkaji Number: J2.003.942F
• Wikidata: Q72455830
• Mol file: 112704-79-7.mol

Synonyms:4-Bromo-2-fluoro-benzoate;2-Fluoro-4-bromobenzoic acid;NSC190364;Benzoic acid, 4-bromo-2-fluoro-;AC1Q72AZ;392383_ALDRICH;AC1L711V;Jsp000980;

Chemical Property of 4-Bromo-2-fluorobenzoic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.0302mmHg at 25°C
• Melting Point: 208-213 °C
• Refractive Index: 1.566
• Boiling Point: 289.4 °C at 760 mmHg
• PKA: 3.04±0.10(Predicted)
• Flash Point: 128.8 °C
• PSA: 37.30000
• Density: 1.789 g/cm³
• LogP: 2.28640
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Solubility in methanol, very faint turbidity.
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 217.93787
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

99% ^*data from raw suppliers

4-Bromo-2-fluorobenzoic Acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)F)C(=O)O
• Uses: 4-Bromo-2-fluorobenzoic Acid is a halogenated derivative of benzoic acid. 4-Bromo-2-fluorobenzoic Acid is used in the synthesis of pharmaceutically significant products such as d-Amino acid oxidase in hibitors. 4-Bromo-2-fluorobenzoic acid may be used in the synthesis of biaryl intermediates by palladium-mediated coupling with various aryl boronic acids

Technology Process of 4-Bromo-2-fluorobenzoic acid

There total 10 articles about 4-Bromo-2-fluorobenzoic 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: 96.0%

sodium chlorite (7758-19-2) + Na2HPO4.12H2O + 4-bromo-2-fluorobenzaldehyde (57848-46-1) → 2-fluoro-4-bromobenzoic acid (112704-79-7)

Guidance literature:

With dihydrogen peroxide; In water; acetonitrile;

Reference yield: 91.0%

2-fluoro-4-bromotoluene (51436-99-8) → 2-fluoro-4-bromobenzoic acid (112704-79-7)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); oxygen; sodium bromide; cobalt(II) acetate; acetic acid; In various solvent(s); at 110 ℃; for 4.5h; under 760.051 Torr;

DOI:10.1016/j.tet.2003.11.079

Reference yield: 90.0%

carbon dioxide (124-38-9,18923-20-1) + 2,5-dibromofluorobenzene (1435-52-5) → 2-fluoro-4-bromobenzoic acid (112704-79-7)

Guidance literature:

With n-butyllithium; butyl magnesium bromide; In tetrahydrofuran; hexane; at 0 ℃;

DOI:10.1002/ejoc.200500552

upstream raw materials:

2-fluoro-4-bromotoluene

carbon dioxide

2,5-dibromofluorobenzene

4-bromo-2-fluorobenzaldehyde

Downstream raw materials:

4-bromo-2-ethylbenzoic acid

methyl 4-bromo-2-fluorobenzoate

C₁₃H₉Br₂NO₂

2-(4-bromo-2-fluorophenyl)-1Hbenzimidazole-4-carboxamide

Refernces

• 1、 -. "Continuous synthesis method for substituted benzoic acid organic matter". Paragraph 0114-0116; 0138. . Retrieved 2019/10/01.
• 2、 Salem, Ola I. A.,Frotscher, Martin,Scherer, Christiane,Neugebauer, Alexander,Biemel, Klaus,Streiber, Martina,Maas, Ruth,Hartmann, Rolf W.. "Novel 5α-reductase inhibitors: Synthesis, structure-activity studies, and pharmacokinetic profile of phenoxybenzoylphenyl acetic acids". . p. 748 - 759. Retrieved 2007/10/03.