4-Bromo-2-fluoro-3-methoxybenzoic acid

Base Information

• Chemical Name: 4-Bromo-2-fluoro-3-methoxybenzoic acid
• CAS No.: 194804-92-7
• Molecular Formula: C8H6BrFO3
• Molecular Weight: 249.036
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID00582871
• Wikidata: Q82474373
• Mol file: 194804-92-7.mol

Synonyms:4-Bromo-2-fluoro-3-methoxybenzoic acid;194804-92-7;4-BROMO-2-FLUORO-3-METHOXY-BENZOIC ACID;MFCD06656802;Benzoic acid, 4-bromo-2-fluoro-3-methoxy-;SCHEMBL592060;DTXSID00582871;FJOKKTOXWITJGO-UHFFFAOYSA-N;AMY21487;AB1248;AKOS015909496;SB34828;BS-31954;SY004590;A4281;CS-0150533;4-bromo-2-fluoro-3-methoxy-benzoic acid, AldrichCPR

Chemical Property of 4-Bromo-2-fluoro-3-methoxybenzoic acid

Chemical Property:

• Vapor Pressure: 6.41E-05mmHg at 25°C
• Melting Point: 168-170 °C
• Refractive Index: 1.563
• Boiling Point: 331 °C at 760 mmHg
• PKA: 2.92±0.10(Predicted)
• Flash Point: 154 °C
• PSA: 46.53000
• Density: 1.701 g/cm³
• LogP: 2.29500
• Sensitive.: Light Sensitive/Air Sensitive
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 247.94843
• Heavy Atom Count: 13
• Complexity: 200

Purity/Quality:

97% ^*data from raw suppliers

4-Bromo-2-fluoro-3-methoxybenzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1F)C(=O)O)Br

Technology Process of 4-Bromo-2-fluoro-3-methoxybenzoic acid

There total 6 articles about 4-Bromo-2-fluoro-3-methoxybenzoic 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:

1-bromo-3-fluoro-2-methoxybenzene (845829-94-9) + carbon dioxide (124-38-9,18923-20-1) → 4-bromo-2-fluoro-3-methoxybenzoic acid (194804-92-7)

Guidance literature:

1-bromo-3-fluoro-2-methoxybenzene; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 1.5h;

carbon dioxide; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1021/jm060844e

Reference yield:

carbon dioxide (124-38-9,18923-20-1) → 4-bromo-2-fluoro-3-methoxybenzoic acid (194804-92-7)

Guidance literature:

1-bromo-3-fluoro-2-methoxybenzene; With lithium diisopropyl amide; In tetrahydrofuran; hexanes; at -78 ℃; for 2h;

carbon dioxide; In tetrahydrofuran; hexanes; at -78 - 20 ℃; for 1h;

With hydrogenchloride; In tetrahydrofuran; hexanes; water; pH=1;

Reference yield:

2-fluoro-6-nitrophenol (1526-17-6,34470-85-4) → 4-bromo-2-fluoro-3-methoxybenzoic acid (194804-92-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / dimethylformamide / 6 h / 80 °C

2.1: H₂ / Pd/C / methanol / 27 h / 20 °C

3.1: aq. HBr; NaNO₂ / 0 - 5 °C

3.2: CuBr; aq. HBr / 60 °C

4.1: LDA / tetrahydrofuran; hexane / 1.5 h / -78 °C

4.2: tetrahydrofuran; hexane / -78 - 20 °C

With hydrogen bromide; hydrogen; potassium carbonate; lithium diisopropyl amide; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide; 3.2: Sandmeyer reaction;

DOI:10.1021/jm060844e

upstream raw materials:

1-bromo-3-fluoro-2-methoxybenzene

carbon dioxide

2-fluoro-6-nitrophenol

3-fluoro-2-methoxyaniline

Downstream raw materials:

4-bromo-2-fluoro-3-methoxybenzonitrile

ethyl 3-(4-bromo-2-fluoro-3-methoxyphenyl)-3-oxopropionate