3-(Trifluoromethyl)benzoic acid

Base Information

• Chemical Name: 3-(Trifluoromethyl)benzoic acid
• CAS No.: 454-92-2
• Molecular Formula: C8H5F3O2
• Molecular Weight: 190.122
• Hs Code.: 29163900
• European Community (EC) Number: 207-230-2
• NSC Number: 43025
• UNII: 930H336M90
• DSSTox Substance ID: DTXSID2041460
• Nikkaji Number: J141.646D
• Wikidata: Q27128433
• Metabolomics Workbench ID: 61229
• ChEMBL ID: CHEMBL66551
• Mol file: 454-92-2.mol

Synonyms:3-(trifluoromethyl)benzoate;3-TFM;3-TFMBA;3-trifluoromethylbenzoate;3-trifluoromethylbenzoate, sodium salt;3-trifluoromethylbenzoate, sodium salt, carboxy-(11)C-labeled;3-trifluoromethylbenzoate, thallium salt;m-trifluoromethylbenzoic acid;meta-trifluoromethylbenzoate;ortho-trifluoromethylbenzoate

Chemical Property of 3-(Trifluoromethyl)benzoic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.0241mmHg at 25°C
• Melting Point: 104-106 °C(lit.)
• Boiling Point: 237.7 °C at 760 mmHg
• PKA: 3.77±0.10(Predicted)
• Flash Point: 102.9 °C
• PSA: 37.30000
• Density: 1.403 g/cm³
• LogP: 2.40360
• Storage Temp.: Store below +30°C.
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 190.02416388
• Heavy Atom Count: 13
• Complexity: 200

Purity/Quality:

99% ^*data from raw suppliers

3-(Trifluoromethyl)benzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 3-(Trifluoromethyl)benzoic acid

There total 60 articles about 3-(Trifluoromethyl)benzoic 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: 99.0%

3-Trifluoromethylbenzaldehyde (454-89-7) → 3-(trifluoromethyl)benzoic acid (454-92-2)

Guidance literature:

With diphenyl diselenide; dihydrogen peroxide; In water; at 20 ℃; for 6h; Green chemistry;

DOI:10.3390/molecules200610496

Reference yield: 98.0%

3-bromo-1-trifluoromethylbenzene (401-78-5) + diphenylmethylsilanecarboxylic acid (18414-58-9) → 3-(trifluoromethyl)benzoic acid (454-92-2)

Guidance literature:

With lithium trimethylsilanolate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,4-dioxane; at 80 ℃; for 16h; Inert atmosphere; Glovebox;

DOI:10.1021/ol4003465

Reference yield: 96.0%

5,5-dimethyl-2-(3-(trifluoromethyl)phenyl)-1,3,2-dioxaborinane (635305-32-7) + carbon dioxide (124-38-9,18923-20-1) → 3-(trifluoromethyl)benzoic acid (454-92-2)

Guidance literature:

5,5-dimethyl-2-(3-(trifluoromethyl)phenyl)-1,3,2-dioxaborinane; carbon dioxide; With [Ni(N,N'-bis[2,6-bis(diphenylmethyl)-4-methylphenyl]imidazole-2-ylidene)(allyl)Cl]; potassium tert-butylate; In toluene; at 100 ℃; for 15h; under 760.051 Torr; Schlenk technique; Inert atmosphere;

With hydrogenchloride; In water; ethyl acetate; toluene; at 20 ℃;

DOI:10.1039/c4cc03650f

upstream raw materials:

n-butyllithium

diethyl ether

α,α,α-trifluorotoluene

3-trifluoromethylbenzonitrile

Downstream raw materials:

3-(trifluoromethyl)benzyl alcohol

2-isopropoxy-3-(4-{2-[5-(3-trifluoromethyl-phenyl)-[1,2,4]oxadiazol-3-yl]-ethoxy}-phenyl)-propionic acid methyl ester

phenyl 2-O-(2-deoxy-2-[3-(trifluoromethyl)benzamido]-β-D-glucopyranosyl)-3-azido-3-deoxy-4-O-methyl-1-thio-β-D-glucopyranosiduronamide

(2S,3S,4S,5R,6R)-3,4,5-Triacetoxy-6-(3-trifluoromethyl-benzoylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester

Refernces

• 1、 Dolensky, Johanna,Hermann, Theresa,Hochegger, Patrick,Kaiser, Marcel,M?ser, Pascal,Pferschy-Wenzig, Eva-Maria,Saf, Robert,Seebacher, Werner,Weis, Robert. "Synthesis and structure-activity relationships of new 2-phenoxybenzamides with antiplasmodial activity". . . Retrieved 2021/11/08.
• 2、 Fu, Hua,Liu, Can,Liu, Yong,Yang, Haijun,Zhu, Xianjin. "Light and oxygen-enabled sodium trifluoromethanesulfinate-mediated selective oxidation of C-H bonds". supporting information. p. 4357 - 4363. Retrieved 2020/07/14.