Pentafluoropyridine

Base Information

• Chemical Name: Pentafluoropyridine
• CAS No.: 700-16-3
• Molecular Formula: C5F5N
• Molecular Weight: 169.054
• Hs Code.: 29333990
• European Community (EC) Number: 211-839-9
• DSSTox Substance ID: DTXSID70220258
• Nikkaji Number: J89B
• Wikidata: Q72499877
• Mol file: 700-16-3.mol

Synonyms:2,3,4,5,6-Pentafluoropyridine;pentafluoropyridine;perfluoropyridine

Chemical Property of Pentafluoropyridine

Chemical Property:

• Appearance/Colour: clear colourless liquid
• Vapor Pressure: 7.15mmHg at 25°C
• Melting Point: -42 °C
• Refractive Index: n20/D 1.386(lit.)
• Boiling Point: 100.1 °C at 760 mmHg
• PKA: -12.08±0.28(Predicted)
• Flash Point: 23.9 °C
• PSA: 12.89000
• Density: 1.63 g/cm³
• LogP: 1.77710
• Storage Temp.: Flammables area
• Water Solubility.: Not miscible or difficult to mix in water.
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 168.99508981
• Heavy Atom Count: 11
• Complexity: 129

Purity/Quality:

98%,99%, ^*data from raw suppliers

Pentafluoropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,F,Xi
• Hazard Codes: Xn,F,Xi
• Statements: 10-20/21/22-36/37/38
• Safety Statements: 26-28-24/25-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1(=C(C(=NC(=C1F)F)F)F)F
• Uses: Pentafluoropyridine was used in the preparation of η2-C,C coordinated pentafluoropyridine complex. It was also used in the preparation of polyfluorinated coupling products via Pd(0)-catalyzed cross-coupling reaction with diarylzinc compounds. It was also used as derivatizing reagent in the sensitive GC-MS method for determination of the four endocrine disrupting chemicals.

Technology Process of Pentafluoropyridine

There total 40 articles about Pentafluoropyridine 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: 84.0%

2,3,4,5,6-pentachloropyridine (2176-62-7) → Pentafluoropyridine (700-16-3)

Guidance literature:

With potassium fluoride; B(2,2-bis(hydroxymethyl)propionate^(3-)); In 1-methyl-pyrrolidin-2-one; at 180 ℃; for 3h; Inert atmosphere;

Reference yield: 83.0%

potassium fluoride (7789-23-3) + 2,3,4,5,6-pentachloropyridine (2176-62-7) → Pentafluoropyridine (700-16-3)

Guidance literature:

In neat (no solvent); molar ratio C5Cl5N/KF = 1/20.0, 500 °C, 18 h;;

DOI:10.1039/JR9650000594

Reference yield: 65.0%

potassium fluoride (7789-23-3) + 2,3,4,5,6-pentachloropyridine (2176-62-7) → Pentafluoropyridine (700-16-3) + 3-chloro-2,4,5,6-tetrafluoropyridine (1735-84-8) + 3,5-dichloro-2,4,6-trifluoropyridine (1737-93-5,259875-95-1)

Guidance literature:

In neat (no solvent); autoclave, 470 °C (12 h), 2-fold molar excess of KF;;

upstream raw materials:

piperidine

2,3,4,5,6-pentachloropyridine

pyridine

α-picoline

Downstream raw materials:

1-methyl-2,3,5,6,7-pentafluoro-8-phenyl-4-aza-cycloocta-1,3,5,7-tetraene

8-methyl-7-phenyl-1,2,4,5,6-pentafluoro-3-aza-bicyclo<4.2.0>octa-2,4,7-triene

4-methyl-1,2,5,6,8-pentafluoro-3-phenyl-7-aza-tricyclo<4.2.0.0^2,5>octa-3,7-diene

2-(tetrafluoro-4-pyridyl)cyclohexanone

Refernces

• 1、 Cornella, Josep,Katzenburg, Felix,Leutzsch, Markus,N?thling, Nils,Pang, Yue. "Catalytic Hydrodefluorination via Oxidative Addition, Ligand Metathesis, and Reductive Elimination at Bi(I)/Bi(III) Centers". supporting information. p. 12487 - 12493. Retrieved 2021/08/30.
• 2、 -. "BORON OR ALUMINUM COMPLEXES". Page/Page column 23. . Retrieved 2011/08/02.