3-Bromo-2-fluorobenzoic acid

Base Information

• Chemical Name: 3-Bromo-2-fluorobenzoic acid
• CAS No.: 161957-56-8
• Molecular Formula: C7H4BrFO2
• Molecular Weight: 219.01
• Hs Code.: 2916399090
• European Community (EC) Number: 630-302-3
• DSSTox Substance ID: DTXSID00371267
• Nikkaji Number: J766.762K
• Wikidata: Q72455826
• Mol file: 161957-56-8.mol

Synonyms:3-Bromo-2-fluorobenzoic acid;161957-56-8;3-bromo-2-fluoro-benzoic Acid;3-Bromo-2-fluorobenzoicacid;BENZOIC ACID, 3-BROMO-2-FLUORO-;MFCD00665763;2-fluoro-3-bromobenzoic acid;3-bromo-2-fluoro benzoic acid;3-Bromo-2-fluorobenzenecarboxylic acid;SCHEMBL146386;DTXSID00371267;UVKURTLVTLRSSM-UHFFFAOYSA-N;BCP06895;CL8068;AKOS005255059;AC-2809;CS-W007859;PB18506;PS-7892;SY002982;AM20060334;B3929;FT-0601249;EN300-78490;J-508220;J-511862

Chemical Property of 3-Bromo-2-fluorobenzoic acid

Chemical Property:

• Appearance/Colour: white to off-white solid
• Vapor Pressure: 9.41mmHg at 25°C
• Melting Point: 168 °C
• Refractive Index: 1.438
• Boiling Point: 298.2 °C at 760 mmHg
• PKA: 2.88±0.10(Predicted)
• Flash Point: 134.1 °C
• PSA: 37.30000
• Density: 1.789 g/cm₃
• LogP: 2.28640
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• 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% min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Br)F)C(=O)O
• Uses: 3-Bromo-2-fluorobenzoic acid is used as a reagent to synthesize Dabrafenib, an inhibitor of BRAF kinase that is used to treat BRAF V600-mutation positive carcinoma. BRAF is a gene that mediates cell growth and is activated by mutations caused by cancer. 3-Bromo-2-fluorobenzoic acid is also used as a reagent to prepare Alkynlphenoxyacetic acid receptor agonists, compounds that can be potentially used for the treatment of allergic inflammatory diseases (such as allergic rhinitis).

Technology Process of 3-Bromo-2-fluorobenzoic acid

There total 5 articles about 3-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: 73.0%

o-fluorobromobenzene (1072-85-1) + carbon dioxide (124-38-9,18923-20-1) → 3-bromo-2-fluorobenzoic acid (161957-56-8)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; hexane; -78 deg C, 30 min; -78 to 5 deg C;

Reference yield: 57.0%

o-fluorobromobenzene (1072-85-1) + n-butyllithium (109-72-8,29786-93-4) → 3-bromo-2-fluorobenzoic acid (161957-56-8)

Guidance literature:

With lithium; diisopropylamine; In tetrahydrofuran; water;

Reference yield:

carbon dioxide (124-38-9,18923-20-1) → 3-bromo-2-fluorobenzoic acid (161957-56-8)

Guidance literature:

o-fluorobromobenzene; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.833333h;

carbon dioxide; With sodium carbonate; In tetrahydrofuran; hexane; water; at 20 ℃;

upstream raw materials:

o-fluorobromobenzene

carbon dioxide

n-butyllithium

2-fluoro-3-bromobenzoic acid methyl ester

Downstream raw materials:

ethyl 2-fluoro-3-(4-hydroxypiperidin-1-yl)benzoate

ethyl 3-(4-aminopiperidin-1-yl)-2-fluorobenzoate

ethyl 3-(4-azidopiperidin-1-yl)-2-fluorobenzoate

Ethyl 2-fluoro-3-{(4-methanesulfonyloxy)piperidin-1-yl}benzoate

Refernces

• 1、 -. "TRICYCLIC ASK1 INHIBITORS". Paragraph 0399; 0401. . Retrieved 2019/10/29.
• 2、 -. "Dual Pharmacophores - PDE4-Muscarinic Antagonistics". Page/Page column 47. . Retrieved 2009/08/18.