2,4,5-Trifluorobenzonitrile

Base Information

• Chemical Name: 2,4,5-Trifluorobenzonitrile
• CAS No.: 98349-22-5
• Molecular Formula: C7H2F3N
• Molecular Weight: 157.095
• Hs Code.: 29269090
• European Community (EC) Number: 619-339-6
• DSSTox Substance ID: DTXSID50344002
• Nikkaji Number: J766.608J
• Wikidata: Q72510934
• Mol file: 98349-22-5.mol

Synonyms:2,4,5-Trifluorobenzonitrile

Chemical Property of 2,4,5-Trifluorobenzonitrile

Chemical Property:

• Appearance/Colour: clear colourless liquid
• Vapor Pressure: 0.891mmHg at 25°C
• Melting Point: 168-170oC
• Refractive Index: n20/D 1.4736(lit.)
• Boiling Point: 180.5 °C at 760 mmHg
• Flash Point: 63 °C
• PSA: 23.79000
• Density: 1.37 g/cm³
• LogP: 1.97558
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 157.01393355
• Heavy Atom Count: 11
• Complexity: 185

Purity/Quality:

99% ^*data from raw suppliers

2,4,5-Trifluorobenzonitrile >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,T,Xi
• Hazard Codes: Xn,T,Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26-36-36/37-23-9

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1F)F)F)C#N
• Uses: 2,4,5-Trifluorobenzonitrile can be used as pairs of pseudopure states for 4- and 5-qubit NMR systems. 2,4,5-Trifluorobenzonitrile was used in preparation of novel linker in solid phase synthesis, 2-(2-fluoro-4-hydroxymethyl-5-methoxy-phenoxy)acetic acid.

Technology Process of 2,4,5-Trifluorobenzonitrile

There total 7 articles about 2,4,5-Trifluorobenzonitrile 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: 92.0%

2,4-dichloro-5-fluoro-benzonitrile (128593-93-1) → 2,4,5-trifluorobenzonitrile (98349-22-5)

Guidance literature:

With potassium fluoride; 18-crown-6 ether; In neat (no solvent); at 120 - 130 ℃; Catalytic behavior;

Reference yield: 82.0%

Pentafluorobenzonitrile (773-82-0) → 2,4,5-trifluorobenzonitrile (98349-22-5) + 2,3,5-Trifluorobenzonitrile (241154-09-6)

Guidance literature:

With water; triethylphosphine; In 1,4-dioxane; at 120 ℃; for 4h; Schlenk technique; Inert atmosphere; Glovebox;

DOI:10.1039/c9nj00721k

Reference yield:

sodium cyanide (773837-37-9) + benzenediazonium sulphate (6415-38-9) → 2,4,5-trifluorobenzonitrile (98349-22-5)

Guidance literature:

copper(l) cyanide; In water; at 5 ℃; for 0.25h;

upstream raw materials:

1-bromo-2,4,5-trifluorobenzene

copper(I) cyanide

sodium cyanide

benzenediazonium sulphate

Downstream raw materials:

2,4,5-trifluorobenzoic acid

(2,4,5-trifluorophenyl)methanamine

C₁₆H₁₆F₂N₂O₂

4-[(1-benzylpiperidin-4-yl)amino]-2,5-difluorobenzonitrile

Refernces

• 1、 Facundo, Aldo A.,Arévalo, Alma,Fundora-Galano, Gabriela,Flores-álamo, Marcos,Orgaz, Emilio,García, Juventino J.. "Hydrodefluorination of functionalized fluoroaromatics with triethylphosphine: A theoretical and experimental study". . p. 6897 - 6908. Retrieved 2019/05/17.
• 2、 Jagadeesh, Rajenahally V.,Junge, Henrik,Beller, Matthias. ""Nanorust"-catalyzed benign oxidation of amines for selective synthesis of nitriles". . p. 92 - 96. Retrieved 2015/02/19.