4-(Trifluoromethyl)benzoic acid

Base Information

• Chemical Name: 4-(Trifluoromethyl)benzoic acid
• CAS No.: 455-24-3
• Molecular Formula: C8H5F3O2
• Molecular Weight: 190.122
• Hs Code.: 29163900
• European Community (EC) Number: 207-242-8
• NSC Number: 88327
• UNII: KA05X8S21Z
• DSSTox Substance ID: DTXSID0060018
• Nikkaji Number: J141.647B
• Wikidata: Q27128434
• Metabolomics Workbench ID: 61230
• ChEMBL ID: CHEMBL443234
• Mol file: 455-24-3.mol

Synonyms:4-(trifluoromethyl)benzoic acid;4-TFMBA;p-trifluoromethylbenzoic acid;para-(trifluoromethyl)benzoic acid

Chemical Property of 4-(Trifluoromethyl)benzoic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 7.81mmHg at 25°C
• Melting Point: 219-220 °C(lit.)
• Refractive Index: 1.449
• Boiling Point: 243.2 °C at 760 mmHg
• PKA: 3.69±0.10(Predicted)
• Flash Point: 100.9 °C
• PSA: 37.30000
• Density: 1.403 g/cm³
• LogP: 2.40360
• Storage Temp.: Store below +30°C.
• Water Solubility.: Soluble in water.
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 190.02416388
• Heavy Atom Count: 13
• Complexity: 192

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)O)C(F)(F)F
• Uses: 4-(Trifluoromethyl)benzaldehyde is a reactant that has been used in the preparation of N,N'-(Arylmethylene)bisamides with cytotoxic activity as anti cancer agents. 4-(Trifluoromethyl)benzoic acid was used in the synthesis of salicylanilide 4-(trifluoromethyl)benzoates via?N,N?-dicyclohexylcarbodiimide coupling in dry N,N-dimethylformamide. It was used as internal standard during the ultra trace analysis of fluorinated aromatic carboxylic acids by GC/MS method.

Technology Process of 4-(Trifluoromethyl)benzoic acid

There total 150 articles about 4-(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%

4-Trifluoromethylbenzaldehyde (455-19-6) → 4-trifluoromethylbenzoic acid (455-24-3)

Guidance literature:

With C₄H₁₁FeMo₆NO₂₄^(3-)*3C₁₆H₃₆N⁽¹⁺⁾; water; oxygen; sodium carbonate; at 50 ℃; for 8h; under 760.051 Torr; Green chemistry;

DOI:10.1002/anie.201612225

Reference yield: 98.0%

methyl 4-(trifluoromethyl)benzoate (2967-66-0) → 4-trifluoromethylbenzoic acid (455-24-3)

Guidance literature:

With iodine; aluminium; In acetonitrile; at 80 ℃; for 18h;

DOI:10.1021/acs.joc.1c00034

Reference yield: 97.0%

carbon dioxide (124-38-9,18923-20-1) + 5,5-dimethyl-2-(4-trifluoromethyl-phenyl)-[1,3,2]dioxaborinane (501374-30-7) → 4-trifluoromethylbenzoic acid (455-24-3)

Guidance literature:

carbon dioxide; 5,5-dimethyl-2-(4-trifluoromethyl-phenyl)-[1,3,2]dioxaborinane; 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-trifluoromethylnitrobenzene

Downstream raw materials:

ethyl 4-(trifluoromethyl)benzoate

N-(3-Imidazol-1-yl-butyl)-4-trifluoromethyl-benzamide

1,3-Dimethyl-5-(4-trifluoromethyl-phenyl)-1,6-dihydro-pyrazolo[4,3-d]pyrimidin-7-one

2-nitro-4-trifluoromethylbenzoic acid

Refernces

• 1、 Fu, Qiang,Liang, Fu-Shun,Lou, Da-Wei,Pan, Gao-Feng,Wang, Rui,Wu, Min,Xie, Kai-Jun. "Transformation of Thioacids into Carboxylic Acids via a Visible-Light-Promoted Atomic Substitution Process". supporting information. p. 2020 - 2024. Retrieved 2022/03/31.
• 2、 Chen, Cheng,Cheng, Hua,Verpoort, Francis,Wang, Zhi-Qin,Wu, Zhe,Yuan, Ye,Zheng, Zhong-Hui. "Gram-scale synthesis of carboxylic acids via catalytic acceptorless dehydrogenative coupling of alcohols and hydroxides at an ultralow Ru loading". . . Retrieved 2021/12/13.