202003-06-3

Basic information

• Product Name: 4-cyano-1-(2,6-difluorobenzyl)-1H-1,2,3-triazole
• Synonyms: 4-cyano-1-(2,6-difluorobenzyl)-1H-1,2,3-triazole;4-cyano-1-(2,6-diflu;1-[(2,6-difluorophenyl)Methyl]-1H-1,2,3-triazole-4-carbonitrile;1-(2,6-Difluorobenzyl)-1H-1,2,3-triazole-4-carbonitrile
• CAS NO: 202003-06-3
• Molecular Formula: C10H6F2N4
• Molecular Weight: 220.18
• Mol File: 202003-06-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 384.498 °C at 760 mmHg
• Flash Point: 186.338 °C
• Appearance: /
• Density: 1.381 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.61
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-cyano-1-(2,6-difluorobenzyl)-1H-1,2,3-triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-cyano-1-(2,6-difluorobenzyl)-1H-1,2,3-triazole(202003-06-3)
• EPA Substance Registry System: 4-cyano-1-(2,6-difluorobenzyl)-1H-1,2,3-triazole(202003-06-3)

Safety Data

• Hazardous Substances Data: 202003-06-3(Hazardous Substances Data)

Usage

Uses

1-[(2,6-Difluorophenyl)methyl]-1H-1,2,3-triazole-4-carbonitrile is useful for preparation of allyl ruthenium hydroxyphosphine chloride as efficient catalyst for selective hydration of nitriles to amides in water under mild conditions.

InChI:InChI=1/C10H6F2N4/c11-9-2-1-3-10(12)8(9)6-16-5-7(4-13)14-15-16/h1-3,5H,6H2

Upstream product

• 106308-60-5 2-(azidomethyl)-1,3-difluorobenzene 
• 142-82-5 n-heptane 
• 920-37-6 2-Chloroacrylonitrile 
• 85118-00-9 2,6-Difluorobenzyl bromide 
• 13648-23-2 methyl 3,5-dichloro-2,4,6-trifluorobenzoate 
• 13671-00-6 methyl 2,6-difluorobenzoate 
• 19064-18-7 2,6-difluorobenzyl alcohol 

Downstream Products

• 106308-44-5 rufinamide 

Relevant articles and documents

Hydrogen Bond Directed Photocatalytic Hydrodefluorination and Methods of Use Thereof

Methods of synthesizing compounds comprising fluorinated aryl groups are disclosed, wherein said methods utilize hydrogen bond directed photocatalytic hydrodefluorination.

Hemilability-Driven Water Activation: A NiII Catalyst for Base-Free Hydration of Nitriles to Amides

The NiII complex 1 containing pyridyl- and hydroxy-functionalized N-heterocyclic carbenes (NHCs) is synthesized and its catalytic utility for the selective nitrile hydration to the corresponding amide under base-free conditions is evaluated. The title compound exploits a hemilabile pyridyl unit to interact with a catalytically relevant water molecule through hydrogen-bonding and promotes a nucleophilic water attack to the nitrile. A wide variety of nitriles is hydrated to the corresponding amides including the pharmaceutical drugs rufinamide, Rifater, and piracetam. Synthetically challenging α-hydroxyamides are accessed from cyanohydrins under neutral conditions. Related catalysts that lack the pyridyl unit (i.e., compounds 2 and 4) are not active whereas those containing both the pyridyl and the hydroxy or only the pyridyl pendant (i.e., compounds 1 and 3) show substantial activity. The linkage isomer 1′ where the hydroxy group is bound to the metal instead of the pyridyl group was isolated under different crystallization conditions insinuating a ligand hemilabile behavior. Additional pKa measurements reveal an accessible pyridyl unit under the catalytic conditions. Kinetic studies support a ligand-promoted nucleophilic water addition to a metal-bound nitrile group. This work reports a Ni-based catalyst that exhibits functional hemilability for hydration chemistry.