2,3,4-Trifluorobenzoic acid

Base Information

• Chemical Name: 2,3,4-Trifluorobenzoic acid
• CAS No.: 61079-72-9
• Molecular Formula: C7H3F3O2
• Molecular Weight: 176.095
• Hs Code.: 29163990
• European Community (EC) Number: 612-077-3
• NSC Number: 190684
• DSSTox Substance ID: DTXSID70307311
• Nikkaji Number: J921.393G
• Wikidata: Q72510862
• Mol file: 61079-72-9.mol

Synonyms:2,3,4-tri-fluoro-benzoic acid;2,3,4-trifluorobenzoic acid

Chemical Property of 2,3,4-Trifluorobenzoic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.0155mmHg at 25°C
• Melting Point: 140-142 °C(lit.)
• Refractive Index: 1,482
• Boiling Point: 245.259 °C at 760 mmHg
• PKA: 2.87±0.10(Predicted)
• Flash Point: 102.129 °C
• PSA: 37.30000
• Density: 1.536 g/cm³
• LogP: 1.80210
• Storage Temp.: 2-8°C
• Solubility.: DMSO, Methanol
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 176.00851382
• Heavy Atom Count: 12
• Complexity: 186

Purity/Quality:

99% ^*data from raw suppliers

2,3,4-Trifluorobenzoic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1C(=O)O)F)F)F
• Uses: 2,3,4-Trifluorobenzoic Acid is used in the preparation of benzamide derivatives with potential anti-cancer properties. It is also used in the preparation of polyfluoroaryl oxazoline compounds.

Technology Process of 2,3,4-Trifluorobenzoic acid

There total 4 articles about 2,3,4-Trifluorobenzoic 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: 94.0%

1,2,3-trifluorobenzene (1489-53-8) + carbon dioxide (124-38-9,18923-20-1) → 2,3,4,-trifluorobenzoic acid (61079-72-9)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -75 ℃; for 0.75h;

DOI:10.1002/ejoc.200390078

Reference yield:

2,4-difluoro-benzoic acid (1583-58-0) → 2,3,4,5-tetrafluorobenzoic acid (1201-31-6) + Pentafluorobenzoic acid (602-94-8) + 2,4,5-trifluorobenzoic acid (446-17-3) + 2,3,4,-trifluorobenzoic acid (61079-72-9)

Guidance literature:

With fluorine; In sulfuric acid; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1039/p19960000605

Reference yield:

4-Fluorobenzoic acid (456-22-4) → 2,3,4,5-tetrafluorobenzoic acid (1201-31-6) + 3,4-Difluorobenzoic acid (455-86-7) + 2,4,5-trifluorobenzoic acid (446-17-3) + 2,3,4,-trifluorobenzoic acid (61079-72-9) + 3,4,5-trifluorobenzoic acid (121602-93-5,255875-61-7) + 2,4-difluoro-benzoic acid (1583-58-0)

Guidance literature:

With fluorine; In sulfuric acid; Product distribution; various substrate to fluorine ratios; also in 98percent HCOOH;

DOI:10.1039/p19960000605

upstream raw materials:

4-Fluorobenzoic acid

2,4-difluoro-benzoic acid

1,2,3-trifluorobenzene

carbon dioxide

Downstream raw materials:

3,4-difluoro-2-(2-chloro-4-iodophenylamino)-benzoic acid

3,4-difluoro-2-[[2-fluoro-4(trimethylsilylethynyl)phenyl]amino]benzoic Acid

2,3,4-trifluoro-5-nitro-benzoic acid

3,4-difluoro-2-hydroxybenzoic acid

Refernces

• 1、 Heiss, Christophe,Schlosser, Manfred. "Organometallic control over the regiospecificity of functionalization reactions: 1,2,3-Trifluorobenzene and bromo derivatives thereof as substrates". . p. 447 - 451. Retrieved 2007/10/03.
• 2、 Chambers, Richard D.,Skinner, Christopher J.,Hutchinson, John,Thomson, Julie. "Elemental fluorine. Part 1. Synthesis of fluoroaromatic compounds". . p. 605 - 609. Retrieved 2007/10/03.