Pentafluorobenzonitrile

Base Information

• Chemical Name: Pentafluorobenzonitrile
• CAS No.: 773-82-0
• Molecular Formula: C7F5N
• Molecular Weight: 193.076
• Hs Code.: 29269095
• European Community (EC) Number: 212-259-9
• NSC Number: 88294
• UNII: 68CN7ME67X
• DSSTox Substance ID: DTXSID9061126
• Nikkaji Number: J100G
• Wikidata: Q63396417
• Mol file: 773-82-0.mol

Synonyms:Pentafluorobenzonitrile;773-82-0;2,3,4,5,6-Pentafluorobenzonitrile;Benzonitrile, pentafluoro-;Perfluorobenzonitrile;Pentafluorocyanobenzene;C7F5N;Benzonitrile, 2,3,4,5,6-pentafluoro-;68CN7ME67X;EINECS 212-259-9;NSC 88294;NSC-88294;2,3,4,5,6-pentafluoro benzonitrile;NSC88294;Cyanopentafluorobenzene;NCIOpen2_001325;UNII-68CN7ME67X;SCHEMBL250738;DTXSID9061126;YXWJGZQOGXGSSC-UHFFFAOYSA-;C7-F5-N;AMY12529;BBL027355;GEO-03210;MFCD00001775;STL373473;AKOS005064098;CS-W010695;GS-3188;2,3,4,5,6-Pentafluorobenzonitrile, 99%;A9796;FT-0632935;P0935;EN300-116183;W-104319;Q63396417

Chemical Property of Pentafluorobenzonitrile

Chemical Property:

• Appearance/Colour: white crystal
• Vapor Pressure: 2.21mmHg at 25°C
• Melting Point: 2.4 °C
• Refractive Index: n20/D 1.442(lit.)
• Boiling Point: 162 °C at 760 mmHg
• Flash Point: 51.8 °C
• PSA: 23.79000
• Density: 1.55 g/cm³
• LogP: 2.25378
• Storage Temp.: Store below +30°C.
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 192.99508981
• Heavy Atom Count: 13
• Complexity: 220

Purity/Quality:

99%min, ^*data from raw suppliers

Pentafluorobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,F,T
• Hazard Codes: Xi,F,T
• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(#N)C1=C(C(=C(C(=C1F)F)F)F)F
• Uses: Pentafluorobenzonitrile is useful as a catalyst in organic reactions, and as well is useful in liquid-?phase exfoliation of graphite for solubilized graphene.

Technology Process of Pentafluorobenzonitrile

There total 37 articles about Pentafluorobenzonitrile 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: 98.7%

pentachlorobenzonitrile (20925-85-3) → Pentafluorobenzonitrile (773-82-0)

Guidance literature:

With potassium fluoride; at 320 - 340 ℃; for 20h; under 7500.75 Torr; Temperature; Concentration; Pressure; Autoclave; Inert atmosphere;

Reference yield: 95.0%

C26H15AuF5N2P → Pentafluorobenzonitrile (773-82-0)

Guidance literature:

In 1,4-dioxane; at 100 ℃; for 30h; Kinetics; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1002/anie.202005731

Reference yield: 92.0%

trimethylsilyl cyanide (7677-24-9) + C34H40AuF6NP(1+)*F6Sb(1-) → Pentafluorobenzonitrile (773-82-0) + F6Sb(1-)*C32H49AuN2PSi(1+)

Guidance literature:

In dichloromethane-d2; at 50 ℃; for 12h; Glovebox;

DOI:10.1002/anie.202009359

upstream raw materials:

2,3,4,5,6-pentafluorobenzamide

undecafluorocyclohexanecarbonitrile

benzonitrile

2,3,4,5,6-pentafluorophenylmagnesium bromide

Downstream raw materials:

perfluoro(4-isopropylphenyl) cyanide

perfluoro(2-isopropylphenyl) cyanide

perfluoro(2,4-diisopropylphenyl) cyanide

perfluoro(2,5-diisopropylphenyl) cyanide

Refernces

• 1、 Genoux, Alexandre,Biedrzycki, Micha?,Merino, Estíbaliz,Rivera-Chao, Eva,Linden, Anthony,Nevado, Cristina. "Synthesis and Characterization of Bidentate (P^N)Gold(III) Fluoride Complexes: Reactivity Platforms for Reductive Elimination Studies". supporting information. p. 4164 - 4168. Retrieved 2020/12/23.
• 2、 Genoux, Alexandre,González, Jorge A.,Merino, Estíbaliz,Nevado, Cristina. "Mechanistic Insights into C(sp2)?C(sp)N Reductive Elimination from Gold(III) Cyanide Complexes". supporting information. p. 17881 - 17886. Retrieved 2020/08/19.