2-Chloro-3-(trifluoromethyl)benzoic acid

Base Information

• Chemical Name: 2-Chloro-3-(trifluoromethyl)benzoic acid
• CAS No.: 39226-97-6
• Molecular Formula: C8H4ClF3O2
• Molecular Weight: 224.567
• Hs Code.: 2916399090
• European Community (EC) Number: 630-049-9
• DSSTox Substance ID: DTXSID80371523
• Nikkaji Number: J724.660I
• Wikidata: Q69757114
• Mol file: 39226-97-6.mol

Synonyms:2-Chloro-3-(trifluoromethyl)benzoic acid;39226-97-6;2-chloro-3-trifluoromethylbenzoic acid;2-CHLORO-3-(TRIFLUOROMETHYL)BENZOICACID;MFCD00792415;2-Chloro-3-trifluoromethyl-benzoic acid;Benzoic acid, 2-chloro-3-(trifluoromethyl)-;2-Chloro-3-trifluoromethyl benzoic acid;SCHEMBL422330;DTXSID80371523;BBL101237;STL555033;2-Chloro-3-trifluromethylbenzoic acid;AKOS005258234;AC-3938;PS-7789;2-chloro-3-(triflouromethyl)benzoic acid;SY007751;2-chloro-3-(trifluoromethyl)-benzoic acid;AM20060116;CS-0041961;FT-0611701;A19982;EN300-123978;J-508627

Chemical Property of 2-Chloro-3-(trifluoromethyl)benzoic acid

Chemical Property:

• Vapor Pressure: 0.00182mmHg at 25°C
• Melting Point: 132-136 °C
• Refractive Index: 1.495
• Boiling Point: 280.3 °C at 760 mmHg
• PKA: 2.45±0.25(Predicted)
• Flash Point: 123.3 °C
• PSA: 37.30000
• Density: 1.523 g/cm³
• LogP: 3.05700
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 223.9851915
• Heavy Atom Count: 14
• Complexity: 229

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Chloro-3-(trifluoromethyl)benzoicAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)C(F)(F)F)Cl)C(=O)O
• Uses: 2-Chloro-3-(trifluoromethyl)benzoic Acid is a reactant in the preparation of trifluoromethylphenyl as P2 for ketoamide-based cathepsin S inhibitors.

Technology Process of 2-Chloro-3-(trifluoromethyl)benzoic acid

There total 3 articles about 2-Chloro-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: 76.0%

carbon dioxide (124-38-9,18923-20-1) + 1-chloro-2-(trifluoromethyl)benzene (88-16-4) → 2-chloro-3-trifluoromethylbenzoic acid (39226-97-6)

Guidance literature:

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexane; at -75 ℃; for 1h;

DOI:10.1016/0040-4039(96)00415-7

Reference yield:

2-amino-3-(trifluoromethyl)benzoic acid (313-12-2) → 2-chloro-3-trifluoromethylbenzoic acid (39226-97-6)

Guidance literature:

Multistep reaction; (i) NaNO₂, H₂SO₄, (ii) CuCl, aq. HCl;

DOI:10.1021/jm00260a003

Reference yield:

7-trifluoromethylisatin (391-12-8) → 2-chloro-3-trifluoromethylbenzoic acid (39226-97-6)

Guidance literature:

Multi-step reaction with 2 steps

2: (i) NaNO₂, H₂SO₄, (ii) CuCl, aq. HCl

DOI:10.1021/jm00260a003

upstream raw materials:

2-amino-3-(trifluoromethyl)benzoic acid

carbon dioxide

1-chloro-2-(trifluoromethyl)benzene

7-trifluoromethylisatin

Downstream raw materials:

2-Chloro-N-[phenyl(pyridin-2-yl)methyl]-3-trifluoromethylbenzamide

N-[(S)-{(2S)-1-allylpiperidin-2-yl}(3-methoxyphenyl)-methyl]-2-chloro-3-(trifluoromethyl)benzamide

C₁₄H₁₅ClF₃NO₄

C₁₃H₁₃ClF₃NO₄

Refernces

• 1、 Moyroud, Joel,Guesnet, Jean-Luc,Bennetau, Bernard,Mortier, Jacques. "Lithiations directed by carboxylic acid, fluorine and chlorine: The regioselective synthesis of polysubstituted benzoic acids and acetophenones". . p. 133 - 141. Retrieved 2007/10/03.