3,4,5-Trifluorobenzoic acid

Base Information

• Chemical Name: 3,4,5-Trifluorobenzoic acid
• CAS No.: 121602-93-5
• Molecular Formula: C7H3F3O2
• Molecular Weight: 176.095
• Hs Code.: 29163990
• European Community (EC) Number: 624-063-4
• DSSTox Substance ID: DTXSID50357399
• Nikkaji Number: J921.392I
• Wikidata: Q72510867
• Mol file: 121602-93-5.mol

Synonyms:3,4,5-Trifluorobenzoic acid;121602-93-5;3,4,5-Trifluorobenzoicacid;Benzoic acid, 3,4,5-trifluoro-;MFCD00074962;3,4,5-trifluoro benzoic acid;255875-61-7;SCHEMBL221480;3,4,5-trifluoro-benzoic acid;3,4,5-Trifluorobenzoyl alcohol;DTXSID50357399;BBL011907;STK802603;3,4,5-Trifluorobenzoic acid, 98%;AKOS005614418;AC-4010;AM61303;CS-W001340;AS-14504;SY022899;FT-0602378;T1640;EN300-68819;J-511109;Z1080514246

Chemical Property of 3,4,5-Trifluorobenzoic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.0107mmHg at 25°C
• Melting Point: 95-99 °C
• Refractive Index: 1,471-1,473
• Boiling Point: 251.4 °C at 760 mmHg
• PKA: 3.46±0.10(Predicted)
• Flash Point: 105.9 °C
• PSA: 37.30000
• Density: 1.536 g/cm³
• LogP: 1.80210
• Storage Temp.: Sealed in dry,Room Temperature
• 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: 174

Purity/Quality:

99% ^*data from raw suppliers

3,4,5-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

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1F)F)F)C(=O)O
• Uses: 3,4,5-Trifluorobenzoic acid is an isomer of 2,3,6-Trifluorobenzoic acid (T790050), and both are deriatives of Benzoic acid (B203900). 3,4,5-Trifluorobenzoic acid is also part of a group of compounds that have potential inhibitory activity towards d-amino acid oxidases, deeming them capable of treating mental disorders such as schizophrenia. 3,4,5-Trifluorobenzoic acid may be used in chemical synthesis.

Technology Process of 3,4,5-Trifluorobenzoic acid

There total 14 articles about 3,4,5-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: 93.0%

carbon dioxide (124-38-9,18923-20-1) + 3,4,5-trifluoro-1-bromobenzene (138526-69-9) → 3,4,5-trifluorobenzoic acid (121602-93-5,255875-61-7)

Guidance literature:

With n-butyllithium; In diethyl ether; hexane; at -75 ℃; for 0.25h;

DOI:10.1002/ejoc.200390078

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

Reference yield:

Pentafluorobenzoic acid (602-94-8) → 2,3,4,5-tetrafluorobenzoic acid (1201-31-6) + 3,4,5-trifluorobenzoic acid (121602-93-5,255875-61-7)

Guidance literature:

With 1,10-Phenanthroline; nickel dichloride; zinc; In water; N,N-dimethyl-formamide; at 50 ℃; for 6h; Further Variations:; Reagents; Temperatures; reaction time; Product distribution;

DOI:10.1016/S0022-1139(99)00181-5

upstream raw materials:

4-Fluorobenzoic acid

Pentafluorobenzoic acid

carbon dioxide

3,4,5-trifluoro-1-bromobenzene

Downstream raw materials:

triphenylantimony bis(3,4,5-trifluorobenzoate)

3,4,5-trifluoro benzamide

2-[3-(3,4-dichloro-phenyl)-1-(3,4,5-trifluoro-benzoyl)-pyrrolidin-3-yl]-ethanol

3,4,5-trifluorobenzoyl chloride

Refernces

• 1、 Matic, Mirela,Denegri, Bernard,Kronja, Olga. "Method for estimating SN1 rate constants: Solvolytic reactivity of benzoates". supporting information. p. 8986 - 8998,13. Retrieved 2012/12/12.
• 2、 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.