2-Chloro-3-fluorobenzoic acid

Base Information

• Chemical Name: 2-Chloro-3-fluorobenzoic acid
• CAS No.: 102940-86-3
• Molecular Formula: C7H4ClFO2
• Molecular Weight: 174.559
• Hs Code.: 29163990
• European Community (EC) Number: 630-225-5
• NSC Number: 190300
• DSSTox Substance ID: DTXSID30307155
• Nikkaji Number: J2.555.092G
• Wikidata: Q72450558
• Mol file: 102940-86-3.mol

Synonyms:2-Chloro-3-fluorobenzoic acid;102940-86-3;2-Chloro-3-fluorobenzoicacid;Benzoic acid, 2-chloro-3-fluoro-;MFCD00973903;2-chloro-3-fluoro-benzoic acid;NSC190300;SCHEMBL333947;DTXSID30307155;WJYAYXKXZNITAZ-UHFFFAOYSA-N;bis-(4-fluororphenyl)-acetic acid;BBL100739;CL8034;STL554533;2-chloranyl-3-fluoranyl-benzoic acid;AKOS005145855;AC-3927;CS-W017481;NSC-190300;PS-8624;SY019211;2-Chloro-3-fluorobenzoic acid, AldrichCPR;A1830;AM20060104;C2128;FT-0642510;EN300-84945;A802346;J-508654;Z1201620734

Chemical Property of 2-Chloro-3-fluorobenzoic acid

Chemical Property:

• Vapor Pressure: 0.00191mmHg at 25°C
• Melting Point: 171 °C
• Refractive Index: 1.557
• Boiling Point: 279.5 °C at 760 mmHg
• PKA: 2.56±0.25(Predicted)
• Flash Point: 122.8 °C
• PSA: 37.30000
• Density: 1.477 g/cm³
• LogP: 2.17730
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• 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% ^*data from raw suppliers

2-Chloro-3-fluorobenzoic Acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)F)Cl)C(=O)O
• Uses: 2-Chloro-3-fluorobenzoic Acid is a useful synthetic intermediate. It can be used to synthesize aminobenzhydrol derivatives containing pendant cyclic amines as inhibitors of squalene synthase and cholesterol synthase. It can also be used to prepare aryl aminopyrazole benzamides as oral non-steroidal selective glucocorticoid receptor agonists.

Technology Process of 2-Chloro-3-fluorobenzoic acid

There total 4 articles about 2-Chloro-3-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: 74.0%

3-fluorobenzoic acid (455-38-9) → 3-chloro-3-fluorobenzoic acid (102940-86-3)

Guidance literature:

3-fluorobenzoic acid; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; at -90 ℃; for 0.583333h;

With hexachloroethane; In tetrahydrofuran; at -78 ℃; for 20h;

With hydrogenchloride; hexane; In tetrahydrofuran; diethyl ether; water; pH=1 - 2;

Reference yield:

hexachloroethane (67-72-1) + 3-fluorobenzoic acid (455-38-9) → 3-chloro-3-fluorobenzoic acid (102940-86-3)

Guidance literature:

With hydrogenchloride; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; water;

Reference yield:

2,3-dimethyl-2,3-diaminobutane (20485-44-3) + hexachloroethane (67-72-1) + 3-fluorobenzoic acid (455-38-9) → 3-chloro-3-fluorobenzoic acid (102940-86-3)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane;

upstream raw materials:

3-fluorobenzoic acid

hexachloroethane

2,3-dimethyl-2,3-diaminobutane

Downstream raw materials:

2-chloro-3-fluoro-5-nitrobenzoic acid

Refernces

• 1、 Sun, Xiu-Yun,Sun, Yong-Hui,Rao, Yu. "A gram-scale synthesis of multi-substituted arenes via palladium catalyzed C-H halogenation". . p. 667 - 669. Retrieved 2014/06/09.
• 2、 -. "INHIBITORS OF STEAROYL-COA DESATURASE". . . Retrieved 2009/06/27.