5-Bromo-2,4-difluorobenzoic acid

Base Information

• Chemical Name: 5-Bromo-2,4-difluorobenzoic acid
• CAS No.: 28314-83-2
• Molecular Formula: C7H3BrF2O2
• Molecular Weight: 237
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID30457301
• Nikkaji Number: J2.383.312C
• Wikidata: Q82280103
• Mol file: 28314-83-2.mol

Synonyms:5-BROMO-2,4-DIFLUOROBENZOIC ACID;28314-83-2;3-Bromo-4,6-difluorobenzoic Acid;5-bromo-2,4-difluoro-benzoic Acid;5-Bromo-2,4-difluorobenzoicacid;MFCD04115714;Benzoic acid, 5-bromo-2,4-difluoro-;SCHEMBL366568;AMY7584;DTXSID30457301;BLSMDXUAEFVYID-UHFFFAOYSA-N;AKOS015888467;DS-4452;SY115506;CS-0040475;FT-0663705;EN300-176167;F14505;A876743;A903514;AS-813/43501744;Z1269207518

Chemical Property of 5-Bromo-2,4-difluorobenzoic acid

Chemical Property:

• Melting Point: 148-150 °C
• Boiling Point: 287.1±40.0 °C(Predicted)
• PKA: 2.82±0.10(Predicted)
• Density: 1.872±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Dimethyl Sulfoxide, Methanol, Water
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 235.92845
• Heavy Atom Count: 12
• Complexity: 188

Purity/Quality:

98% ^*data from raw suppliers

3-Bromo-4,6-difluorobenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1Br)F)F)C(=O)O

Technology Process of 5-Bromo-2,4-difluorobenzoic acid

There total 5 articles about 5-Bromo-2,4-difluorobenzoic 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: 95.0%

3-bromo-4,6-difluoro-5-(triethylsilyl)benzoic acid (651027-08-6) → 5-bromo-2,4-difluoro-benzoic acid (28314-83-2)

Guidance literature:

With potassium hydroxide; In ethanol; water; for 2h; Heating;

DOI:10.1002/ejoc.200300354

Reference yield: 80.7%

2,4-difluoro-benzoic acid (1583-58-0) → 5-bromo-2,4-difluoro-benzoic acid (28314-83-2)

Guidance literature:

With N-Bromosuccinimide; sulfuric acid; at 0 - 10 ℃; for 10h; Temperature; Reagent/catalyst; Large scale;

Reference yield:

1,3-Difluorobenzene (372-18-9) → 5-bromo-2,4-difluoro-benzoic acid (28314-83-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / butyllithium / hexane; tetrahydrofuran / -75 °C

2: 92 percent / sec-butyllithium; bromine / cyclohexane; tetrahydrofuran / 0.75 h

3: 70 percent / diisopropylamine; butyllithium / hexane; tetrahydrofuran / 2 h / -75 °C

4: 95 percent / potassium hydroxide / ethanol; H₂O / 2 h / Heating

With potassium hydroxide; n-butyllithium; bromine; sec.-butyllithium; diisopropylamine; In tetrahydrofuran; ethanol; hexane; cyclohexane; water;

DOI:10.1002/ejoc.200300354

upstream raw materials:

2,4-difluoro-benzoic acid

3-bromo-4,6-difluoro-5-(triethylsilyl)benzoic acid

1,3-Difluorobenzene

1-triethylsilyl-2,6-difluorobenzene

Downstream raw materials:

6-bromo-1-((S)-1-tert-butyldimethylsilyloxymethyl-2-methylpropyl)-7-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester

elvitegravir

6-(3-chloro-2-fluorobenzyl)-7-fluoro-1-((S)-1-hydroxymethyl-2-methylprop-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

ethyl 6-bromo-4-chloro-7-fluoroquinoline-3-carboxylate