2-(Trifluoromethoxy)benzoic acid

Base Information

• Chemical Name: 2-(Trifluoromethoxy)benzoic acid
• CAS No.: 1979-29-9
• Molecular Formula: C8H5F3O3
• Molecular Weight: 206.121
• Hs Code.: 29189900
• European Community (EC) Number: 630-288-9,670-401-9
• DSSTox Substance ID: DTXSID90941579
• Nikkaji Number: J1.490.425E
• Wikidata: Q106703385
• Mol file: 1979-29-9.mol

Synonyms:2-(Trifluoromethoxy)benzoic acid;1979-29-9;150436-84-3;2-Trifluoromethoxy-benzoic acid;MFCD00052325;2-(trifluoromethoxy)benzoate;o-trifluoromethoxybenzoic acid;alpha,alpha,alpha-Trifluoro-o-anisic Acid;K2P;O-(TRIFLUOROMETHOXY)BENZOIC ACID;trifluoromethyl salicylic acid;2-trifluoromethoxybenzoic acid;SCHEMBL219675;2-trifluoromethoxy benzoic acid;2-(triluoromethoxy)benzoic acid;DTXSID90941579;2-(trifluoromethoxy)-benzoic acid;CHEBI:195131;Benzoic acid, 2-(trifluoromethoxy)-;STL195579;AKOS005254634;AC-4013;CS-W015345;DS-1079;PS-8083;2-(Trifluoromethoxy)benzoic acid, 96%;SY017703;AM20061237;FT-0608938;FT-0654555;T2382;EN300-86538;A20086;BENZO[1,3]DIOXOL-5-YL-ACETICACIDMETHYLESTER;W-201735;F0001-0705

Chemical Property of 2-(Trifluoromethoxy)benzoic acid

Chemical Property:

• Vapor Pressure: 0.0345mmHg at 25°C
• Melting Point: 78 °C
• Boiling Point: 231.6 °C at 760 mmHg
• PKA: 2.89±0.36(Predicted)
• Flash Point: 93.9 °C
• PSA: 46.53000
• Density: 1.447 g/cm³
• LogP: 2.28340
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 206.01907850
• Heavy Atom Count: 14
• Complexity: 214

Purity/Quality:

99% ^*data from raw suppliers

2-(Trifluoromethoxy)benzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-36-22
• Safety Statements: 26-36/37/39-37/39-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 2-(Trifluoromethoxy)benzoic acid

There total 6 articles about 2-(Trifluoromethoxy)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: 78.0%

carbon dioxide (124-38-9,18923-20-1) + 1-trifluoromethoxybenzene (456-55-3) → 2-(trifluoromethoxy)benzoic acid (1979-29-9)

Guidance literature:

1-trifluoromethoxybenzene; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; cyclohexane; at -75 ℃; for 2h;

carbon dioxide; In tetrahydrofuran; cyclohexane; at -78 ℃; Further stages.;

DOI:10.1002/1099-0690(200102)2001:4<691::AID-EJOC691>3.0.CO;2-A

Reference yield:

3-methyl-4-nitro-1-(trifluoromethoxy)-6-(trifluoromethyl)-1H-benzo[d][1,2,3]triazol-3-ium trifluoromethanesulfonate + benzoic acid (65-85-0,8013-63-6) → 3-(trifluoromethoxy)benzoic acid (1014-81-9) + 2-(trifluoromethoxy)benzoic acid (1979-29-9) + 4-trifluoromethoxybenzoic acid (330-12-1)

Guidance literature:

With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; In dichloromethane; acetonitrile; at 20 ℃; for 16h; Overall yield = 63 %Spectr.; regioselective reaction; Sealed tube; Irradiation;

DOI:10.1002/anie.201808495

Reference yield:

2-(3,5-bis(trifluoromethyl)phenyl)-4-nitro-1-(trifluoromethoxy)-6-(trifluoromethyl)-1H-benzo[d]imidazole + benzoic acid (65-85-0,8013-63-6) → 3-(trifluoromethoxy)benzoic acid (1014-81-9) + 2-(trifluoromethoxy)benzoic acid (1979-29-9) + 4-trifluoromethoxybenzoic acid (330-12-1)

Guidance literature:

With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; In acetonitrile; at 40 ℃; for 16h; Overall yield = 63 %Spectr.; regioselective reaction; Sealed tube; Irradiation;

DOI:10.1002/anie.201800598

upstream raw materials:

carbon dioxide

1-trifluoromethoxybenzene

benzoic acid

bis(trifluoromethyl)peroxide

Downstream raw materials:

2-trifluoromethoxy-benzoyl chloride

1-(2-(trifluoromethoxy)phenyl)propan-1-amine

Refernces

• 1、 Cendón, Borja,Gulías, Moisés,Ho, Michelle,No?l, Timothy,Nyuchev, Alexander V.,Sambiagio, Carlo,Struijs, Job J. C.,Wan, Ting,Wang, Ying. "Photocatalytic trifluoromethoxylation of arenes and heteroarenes in continuous-flow". supporting information. p. 1305 - 1312. Retrieved 2020/07/10.
• 2、 Zheng, Weijia,Morales-Rivera, Cristian A.,Lee, Johnny W.,Liu, Peng,Ngai, Ming-Yu. "Catalytic C?H Trifluoromethoxylation of Arenes and Heteroarenes". supporting information. p. 9645 - 9649. Retrieved 2018/03/21.