4,6-Difluoronicotinic acid

Base Information

• Chemical Name: 4,6-Difluoronicotinic acid
• CAS No.: 849937-91-3
• Molecular Formula: C₆H₃F₂NO₂
• Molecular Weight: 159.092
• European Community (EC) Number: 842-104-6
• DSSTox Substance ID: DTXSID10479223
• Wikidata: Q82313201
• Mol file: 849937-91-3.mol

Synonyms:4,6-Difluoronicotinic acid;849937-91-3;4,6-DIFLUOROPYRIDINE-3-CARBOXYLIC ACID;MFCD09031031;4,6-Difluoro-nicotinic acid;4,6-Difluoronicotinicacid;3-PYRIDINECARBOXYLIC ACID, 4,6-DIFLUORO-;SCHEMBL22120923;DTXSID10479223;4 pound not6-Difluoronicotinic acid;AKOS006289593;AB49331;CS-W007282;s10764;DS-10808;SY111665;FT-0649130;EN300-113048;A863832;J-514157;Z1198183146

Chemical Property of 4,6-Difluoronicotinic acid

Chemical Property:

• Vapor Pressure: 0.000918mmHg at 25°C
• Melting Point: 99-101 °C (decomp)(Solv: toluene (108-88-3))
• Refractive Index: 1.515
• Boiling Point: 291 °C at 760 mmHg
• PKA: 2.48±0.10(Predicted)
• Flash Point: 129.8 °C
• PSA: 50.19000
• Density: 1.535 g/cm³
• LogP: 1.05800
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 159.01318466
• Heavy Atom Count: 11
• Complexity: 165

Purity/Quality:

99% ^*data from raw suppliers

4,6-Difluoronicotinicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CN=C1F)C(=O)O)F

Technology Process of 4,6-Difluoronicotinic acid

There total 8 articles about 4,6-Difluoronicotinic 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: 68.0%

carbon dioxide (124-38-9,18923-20-1) + 2,4-difluoro-5-iodopyridine (837364-89-3) → 4,6-difluoro-3-pyridinecarboxylic acid (849937-91-3)

Guidance literature:

2,4-difluoro-5-iodopyridine; With isopropylmagnesium chloride; In tetrahydrofuran; at 0 ℃; for 1h;

carbon dioxide; In tetrahydrofuran;

DOI:10.1021/jo047962z

Reference yield:

2,4,6-trifluoro-3-(triethylsilyl)pyridine (837364-95-1) → 4,6-difluoro-3-pyridinecarboxylic acid (849937-91-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 98 percent / H₂NNH₂*H₂O / tetrahydrofuran / 2 h / 50 °C

2.1: 89 percent / CuSO₄*5H₂O / H₂O / 2 h / Heating

3.1: 93 percent / ICl

4.1: LDA / tetrahydrofuran / 2.5 h

4.2: 67 percent / H₂O / tetrahydrofuran

5.1: i-PrMgCl / tetrahydrofuran / 1 h / 0 °C

5.2: 68 percent / tetrahydrofuran

With isopropylmagnesium chloride; Iodine monochloride; hydrazine hydrate; copper(II) sulfate; lithium diisopropyl amide; In tetrahydrofuran; water;

DOI:10.1021/jo047962z

Reference yield:

2,4-difluoro-6-hydrazino-3-(triethylsilyl)pyridine (837364-96-2) → 4,6-difluoro-3-pyridinecarboxylic acid (849937-91-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 89 percent / CuSO₄*5H₂O / H₂O / 2 h / Heating

2.1: 93 percent / ICl

3.1: LDA / tetrahydrofuran / 2.5 h

3.2: 67 percent / H₂O / tetrahydrofuran

4.1: i-PrMgCl / tetrahydrofuran / 1 h / 0 °C

4.2: 68 percent / tetrahydrofuran

With isopropylmagnesium chloride; Iodine monochloride; copper(II) sulfate; lithium diisopropyl amide; In tetrahydrofuran; water;

DOI:10.1021/jo047962z

upstream raw materials:

carbon dioxide

2,4-difluoro-5-iodopyridine

2,4-difluoro-3-(triethylsilyl)pyridine

2,4,6-trifluoro-3-(triethylsilyl)pyridine

Refernces