2-Chloro-6-fluorobenzoic acid

Base Information

• Chemical Name: 2-Chloro-6-fluorobenzoic acid
• CAS No.: 434-75-3
• Molecular Formula: C7H4ClFO2
• Molecular Weight: 174.559
• Hs Code.: 29163900
• European Community (EC) Number: 207-105-2
• NSC Number: 190689
• UNII: EUQ5BP41S0
• DSSTox Substance ID: DTXSID20195841
• Nikkaji Number: J51E
• Wikidata: Q27277374
• ChEMBL ID: CHEMBL578940
• Mol file: 434-75-3.mol

Synonyms:2-Chloro-6-fluorobenzoic acid;434-75-3;Benzoic acid, 2-chloro-6-fluoro-;C7H4ClFO2;MFCD00002417;UNII-EUQ5BP41S0;EUQ5BP41S0;GNF-Pf-2650;EINECS 207-105-2;NSC-190689;2-chloro-6-fluoro-benzoic acid;2-Chloro-6-fluorobenzoicacid;NSC190689;SCHEMBL695459;2-fluoro-6-chlorobenzoic acid;6-chloro-2-fluorobenzoic acid;CHEMBL578940;2-fluoro-6-chloro benzoic acid;DTXSID20195841;STK398235;2-Chloro-6-fluorobenzoic acid, 97%;AKOS000118801;BS-3946;CS-W017484;NSC 190689;AC-10140;SY014386;AM20060105;FT-0611853;EN300-19469;D70892;A826292;W-106225;Q27277374;F2191-0058;Z104473944

Chemical Property of 2-Chloro-6-fluorobenzoic acid

Chemical Property:

• Appearance/Colour: White to light yellow crystal powder
• Vapor Pressure: 0.00511mmHg at 25°C
• Melting Point: 155-157 °C(lit.)
• Refractive Index: 1.557
• Boiling Point: 263.7 °C at 760 mmHg
• PKA: 2.04±0.10(Predicted)
• Flash Point: 113.3 °C
• PSA: 37.30000
• Density: 1.477 g/cm³
• LogP: 2.17730
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 173.9883852
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

99.9% ^*data from raw suppliers

2-Chloro-6-fluorobenzoic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-37/38-36-20/21/22
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Cl)C(=O)O)F
• Uses: 2-Chloro-6-fluorobenzoic Acid is a versatile reactant used in the synthesis of biaryls via decarboxylative Pd-catalyzed cross-coupling with aryl iodides. Also used in the preparation of fluorinated biaryls and heterobiaryls using copper catalyzed decarboxylative cross-coupling of aryl and heteroalyl iodides or bromides with potassium polyfluorobenzoates.

Technology Process of 2-Chloro-6-fluorobenzoic acid

There total 9 articles about 2-Chloro-6-fluorobenzoic 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: 100.0%

N-[(2-chloro-6-fluorophenyl)methylidene]hydroxylamine (443-33-4) → 2-chloro-6-fluorobenzoic acid (434-75-3)

Guidance literature:

With poly(diselanediyl-1,2-phenylene); dihydrogen peroxide; In tetrahydrofuran; for 72h; Heating;

DOI:10.1081/SCC-100105891

Reference yield: 100.0%

N,N'-Bis-[1-(2-chloro-6-fluoro-phenyl)-meth-(E)-ylidene]-hydrazine → 2-chloro-6-fluorobenzoic acid (434-75-3)

Guidance literature:

With poly(diselanediyl-1,2-phenylene); dihydrogen peroxide; In tetrahydrofuran; for 160h; Heating;

DOI:10.1081/SCC-100105891

Reference yield: 99.0%

2-chloro-6-fluorobenzaldehyde (387-45-1) → 2-chloro-6-fluorobenzoic acid (434-75-3)

Guidance literature:

2-chloro-6-fluorobenzaldehyde; With sodium dihydrogenphosphate; In tetrahydrofuran; water; at 20 ℃; for 0.166667h;

With sodium chlorite; dihydrogen peroxide; In tetrahydrofuran; water; at 20 ℃; for 3h;

DOI:10.1002/cmdc.201600491

upstream raw materials:

2-chloro-6-fluorotoluene

2-chloro-6-fluorobenzaldehyde

carbon dioxide

3-chlorofluorobenzene

Downstream raw materials:

2-chloro-6-fluoroaniline

C₂₇H₂₂ClFN₂O₄

methyl 2-chloro-6-fluorobenzoate

C₂₁H₂₅ClFN₅O₄

Refernces

• 1、 Doebelin, Christelle,Patouret, Rémi,Garcia-Ordonez, Ruben D.,Chang, Mi Ra,Dharmarajan, Venkatasubramanian,Kuruvilla, Dana S.,Novick, Scott J.,Lin, Li,Cameron, Michael D.,Griffin, Patrick R.,Kamenecka, Theodore M.. "N-Arylsulfonyl Indolines as Retinoic Acid Receptor-Related Orphan Receptor γ (RORγ) Agonists". supporting information. p. 2607 - 2620. Retrieved 2016/12/09.
• 2、 Giurg,Said,Syper,Mlochowski. "One-pot oxidation of azomethine compounds into arenecarboxylic acids". . p. 3151 - 3159. Retrieved 2007/10/03.