2-Chloro-5-fluoronicotinic acid

Base Information

• Chemical Name: 2-Chloro-5-fluoronicotinic acid
• CAS No.: 38186-88-8
• Molecular Formula: C6H3ClFNO2
• Molecular Weight: 175.547
• Hs Code.: 2933399090
• European Community (EC) Number: 636-808-0
• DSSTox Substance ID: DTXSID30465724
• Nikkaji Number: J2.329.454K
• Wikidata: Q72450948
• Mol file: 38186-88-8.mol

Synonyms:2-chloro-5-fluoronicotinic acid;38186-88-8;2-chloro-5-fluoropyridine-3-carboxylic acid;MFCD03092932;2-Chloro-5-fluoronicotinicacid;3-PYRIDINECARBOXYLIC ACID, 2-CHLORO-5-FLUORO-;2-chloro-5-fluoro nicotinic acid;SCHEMBL290570;5-fluoro-2-chloronicotinic acid;DTXSID30465724;WMADTZFXZAITIR-UHFFFAOYSA-N;BCP24549;AKOS005063887;CS-W007407;PB34056;PS-6915;AC-24780;BP-13408;SY019861;A6484;AM20051133;FT-0650045;EN300-88329;2-CHLORO-5-FLUORO-3-PYRIDINECARBOXYLIC ACID;J-508830;W-205540;Z1203162362;2-Chloro-5-fluoropyridine-3-carboxylic acid, technical grade;2-Chloro-5-fluoro-nicotinic acid;2-Chloro-5-fluoronicotinic acid

Chemical Property of 2-Chloro-5-fluoronicotinic acid

Chemical Property:

• Vapor Pressure: 349mmHg at 25°C
• Melting Point: 141-142 °C
• Refractive Index: 1.313
• Boiling Point: 297.003 °C at 760 mmHg
• PKA: 1.67±0.25(Predicted)
• Flash Point: 133.423 °C
• PSA: 50.19000
• Density: 1.576 g/cm³
• LogP: 1.57230
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 174.9836342
• Heavy Atom Count: 11
• Complexity: 167

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-5-fluoronicotinic acid 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 7/9-24/25-26-36/37-38-51

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC(=C1C(=O)O)Cl)F

Technology Process of 2-Chloro-5-fluoronicotinic acid

There total 4 articles about 2-Chloro-5-fluoronicotinic 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: 88.0%

2,6-dichloro-5-fluoro-3-pyridinecarboxylic acid (82671-06-5) → 2-chloro-5-fluoronicotinic acid (38186-88-8)

Guidance literature:

With formic acid; triethylamine; triphenylphosphine; palladium diacetate; In N,N-dimethyl-formamide; at 50 ℃; for 24h;

Reference yield: 82.0%

ethyl 2-chloro-5-fluoropyridine-3-carboxylate (139911-30-1) → 2-chloro-5-fluoronicotinic acid (38186-88-8)

Guidance literature:

With hydrogenchloride; water; trifluoroacetic acid; Inert atmosphere;

DOI:10.1002/jlcr.1887

Reference yield:

(2E,4Z)-ethyl 2-cyano-5-(dimethylamino)-4-fluoro-penta-2,4-dienoate (1316084-72-6) → 2-chloro-5-fluoronicotinic acid (38186-88-8)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / 3 h / 45 °C

2: hydrogenchloride; water; trifluoroacetic acid / Inert atmosphere

With hydrogenchloride; water; trifluoroacetic acid;

DOI:10.1002/jlcr.1887

upstream raw materials:

2,6-dichloro-5-fluoro-3-pyridinecarboxylic acid

ethyl 2-chloro-5-fluoropyridine-3-carboxylate

(2E,4Z)-ethyl 2-cyano-5-(dimethylamino)-4-fluoro-penta-2,4-dienoate

Downstream raw materials:

2-chloro-N-cyclohexyl-5-fluoro-pyridine-3-carboxamide

ethyl 2-chloro-5-fluoropyridine-3-carboxylate

methyl 5-fluoro-2-(4-fluorophenoxy)nicotinate

2-chloro-5-fluoronicotinic acid methyl ester

Refernces

Some 2,5- and 5,6-Dihalonicotinic Acids and Their Precursors. II" and "Bithiazole Derivatives

10.1021/je60055a035

The study focuses on the synthesis and spectral data of certain chemical compounds. The first part of the study, conducted by Frank L. Setliff and Gary O. Rankin, involves the preparation of 2-chloro- and 2-bromo-5-fluoronicotinic acid and 6-chloro- and 6-bromo-5-fluoronicotinic acid through the oxidation of corresponding dihalo-3-picolines. The dihalo-3-picolines serve as precursors for the acids. The study also includes the preparation of amines Ie and If through dissolving-metal reduction, and the subsequent diazotization and thermal decomposition to produce other compounds. The second part of the study, conducted by George Y. Sarkis and Subhi Al-Azawe, involves the synthesis of nine bithiazole derivatives by the interaction of rubeanic acid with various α-haloketones. The study provides experimental and spectral data for these compounds. The chemicals involved, such as nicotinic acid, dihalo-3-picolines, rubeanic acid, and α-haloketones, play crucial roles in the synthesis processes and the formation of the target compounds.