2-Fluoro-6-pyridinecarbonyl chloride

Base Information

• Chemical Name: 2-Fluoro-6-pyridinecarbonyl chloride
• CAS No.: 64197-03-1
• Molecular Formula: C6H3ClFNO
• Molecular Weight: 159.547
• Hs Code.: 29339900
• European Community (EC) Number: 672-537-4
• DSSTox Substance ID: DTXSID50374662
• Wikidata: Q82163259
• Mol file: 64197-03-1.mol

Synonyms:64197-03-1;2-Fluoro-6-pyridinecarbonyl chloride;6-fluoropyridine-2-carbonyl chloride;2-Fluoro-6-PyridinecarbonylChloride;6-fluoropicolinoyl chloride;2-Pyridinecarbonyl chloride, 6-fluoro-;SCHEMBL3956769;DTXSID50374662;AVYDMRAXLHLEJG-UHFFFAOYSA-N;MFCD04038711;6-Fluoro-pyridine-2-carbonyl chloride;AKOS006291847;FS-6484;A8811;FT-0687914;J-509506

Chemical Property of 2-Fluoro-6-pyridinecarbonyl chloride

Chemical Property:

• Vapor Pressure: 0.128mmHg at 25°C
• Melting Point: 48-50 °C
• Refractive Index: 1.522
• Boiling Point: 218.2 °C at 760 mmHg
• Flash Point: 85.7 °C
• PSA: 29.96000
• Density: 1.408 g/cm³
• LogP: 1.59970
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 158.9887196
• Heavy Atom Count: 10
• Complexity: 142

Purity/Quality:

98% ^*data from raw suppliers

6-Fluoropyridine-2-carbonylchloride ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Fluoro-6-pyridinecarbonyl chloride

There total 4 articles about 2-Fluoro-6-pyridinecarbonyl chloride 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: 97.0%

oxalyl dichloride (79-37-8) + 6-fluoropyridine-2-carboxylic acid (402-69-7) → 6-fluoropyridine-2-carbonyl chloride (64197-03-1)

Guidance literature:

N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 24h;

Reference yield: 72.0%

6-fluoropyridine-2-carboxylic acid (402-69-7) → 6-fluoropyridine-2-carbonyl chloride (64197-03-1)

Guidance literature:

With thionyl chloride;

DOI:10.1016/j.jfluchem.2011.05.028

Reference yield:

2-Amino-6-methylpyridine (1824-81-3) → 6-fluoropyridine-2-carbonyl chloride (64197-03-1)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrafluoroboric acid; sodium nitrite / water

2: potassium permanganate / water / Reflux

3: thionyl chloride

With potassium permanganate; tetrafluoroboric acid; thionyl chloride; sodium nitrite; In water; 1: Balz-Schiemann reaction;

DOI:10.1016/j.jfluchem.2011.05.028

upstream raw materials:

6-fluoropyridine-2-carboxylic acid

oxalyl dichloride

2-Amino-6-methylpyridine

2-fluoro-6-methylpyridine

Downstream raw materials:

2-Fluoropyridine-6-carboxaldehyde

2-chloro-1-(6-fluoro-2-pyridyl)ethanone

Refernces

• 1、 -. "COMPOUNDS AND USES THEREOF". Paragraph 0151-0153. . Retrieved 2021/07/31.
• 2、 -. "COMPOUNDS AND USES THEREOF". Page/Page column 218. . Retrieved 2021/08/06.