2-(Trifluoromethyl)benzoic acid

Base Information

• Chemical Name: 2-(Trifluoromethyl)benzoic acid
• CAS No.: 433-97-6
• Molecular Formula: C8H5F3O2
• Molecular Weight: 190.122
• Hs Code.: 29163990
• European Community (EC) Number: 276-274-2,207-093-9
• NSC Number: 88326
• UNII: 0R1CK7MZUA
• DSSTox Substance ID: DTXSID90870537
• Nikkaji Number: J141.645F
• Wikidata: Q27128431
• Metabolomics Workbench ID: 61228
• Mol file: 433-97-6.mol

Synonyms:2-(trifluoromethyl)benzoic acid;2-TFMBA;2-trifluoromethylbenzoic acid;o-trifluoromethylbenzoic acid;ortho-trifluormethylbenzoic acid

Chemical Property of 2-(Trifluoromethyl)benzoic acid

Chemical Property:

• Appearance/Colour: slightly yellow to yellow-brown crystalline powder
• Vapor Pressure: 507mmHg at 25°C
• Melting Point: 107-110 °C(lit.)
• Refractive Index: 1.307
• Boiling Point: 243.7 °C at 760 mmHg
• PKA: 3.20±0.36(Predicted)
• Flash Point: 101.2 °C
• PSA: 37.30000
• Density: 1.403 g/cm³
• LogP: 2.40360
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: 4.8g/L(25 oC)
• XLogP3: 1.3
• 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

2-(Trifluoromethyl)benzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn, N
• Hazard Codes: Xn,N,Xi
• Statements: 20/22-51/53-36/37/38
• Safety Statements: 61-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)O)C(F)(F)F
• Uses: 2-(Trifluoromethyl)benzoic Acid is used in biochemical genetics studies such as Plasmid-encoded phthalate catabolic pathway in Arthrobacter keyseri 12B. 2-(Trifluoromethyl)benzoic acid was used in the synthesis of 1,3,4-oxadiazole derivatives containing 2-fluoro-4-methoxy moiety. It was also used to investigate the binding of 2-pyridinone and amino acid derivative as ligands with chaperones PapD and FimC by surface plasmon resonance and 1HNMR spectroscopy.

Technology Process of 2-(Trifluoromethyl)benzoic acid

There total 60 articles about 2-(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%

2-Trifluoromethylbenzaldehyde (447-61-0) → 2-trifluoromethylbenzoic acid (433-97-6)

Guidance literature:

With copper acetylacetonate; oxygen; sodium hydroxide; 1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene; In water; at 50 ℃; for 12h; under 760.051 Torr; Sealed tube;

DOI:10.1002/anie.201604847

Reference yield: 96.8%

2-(trifluoromethyl)benzoyl fluoride (312-96-9) → 2-trifluoromethylbenzoic acid (433-97-6)

Guidance literature:

With water; at 20 ℃; Temperature; Reflux;

Reference yield: 92.0%

carbon monoxide (201230-82-2) + o-trifluoromethylphenyl bromide (392-83-6) → 2-trifluoromethylbenzoic acid (433-97-6)

Guidance literature:

With dicobalt octacarbonyl; potassium carbonate; methyloxirane; In methanol; at 60 ℃; for 8h; under 760 Torr;

DOI:10.1007/s11167-005-0619-y

upstream raw materials:

n-butyllithium

diethyl ether

α,α,α-trifluorotoluene

o-trifluoromethylphenyl bromide

Downstream raw materials:

2-trifluoromethyl-benzoic acid methyl ester

2-trifluoromethylbenzoyl chloride

(2-(trifluoromethyl)phenyl)methanol

2-(trifluoromethyl)benzyl chloride

Refernces

• 1、 Yonemoto-Kobayashi, Misato,Inamoto, Kiyofumi,Kondo, Yoshinori. "Desilylative carboxylation of aryltrimethylsilanes using CO2 in the presence of catalytic phosphazenium salt". . p. 477 - 479. Retrieved 2014.
• 2、 Zhang, Zongnan,Zhang, Guoxiang,Xiong, Ni,Xue, Ting,Zhang, Junjie,Bai, Lu,Guo, Qinyue,Zeng, Rong. "Oxidative α-C-C Bond Cleavage of 2° and 3° Alcohols to Aromatic Acids with O2at Room Temperature via Iron Photocatalysis". supporting information. p. 2915 - 2920. Retrieved 2021/05/05.
• 3、 Hong, Jianquan,Wang, Guifu,Huo, Lianguang,Zheng, Changge. "Copper-Promoted Conversion of Aromatic Amines into Trifluoromethylated Arenes: One-Pot Sandmeyer Trifluoromethylation". supporting information. p. 1761 - 1767. Retrieved 2017/09/06.