1483-44-9

Basic information

• Product Name: 2,5-DICYANOBENZOTRIFLUORIDE
• Synonyms: 2,5-DICYANOBENZOTRIFLUORIDE;2-TRIFLUOROMETHYL-TEREPHTHALONITRILE;4-CYANO-3-TRIFLUOROMETHYLBENZONITRILE
• CAS NO: 1483-44-9
• Molecular Formula: C₉H₃F₃N₂
• Molecular Weight: 196.13
• Product Categories: Nitrile
• Mol File: 1483-44-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 113-114 °C (sublm)
• Boiling Point: 295.092 °C at 760 mmHg
• Flash Point: 132.267 °C
• Appearance: /
• Density: 1.37 g/cm³
• Vapor Pressure: 0.00732mmHg at 25°C
• Refractive Index: 1.517
• CAS DataBase Reference: 2,5-DICYANOBENZOTRIFLUORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DICYANOBENZOTRIFLUORIDE(1483-44-9)
• EPA Substance Registry System: 2,5-DICYANOBENZOTRIFLUORIDE(1483-44-9)

Safety Data

• Hazard Codes: T
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 3276
• Hazardous Substances Data: 1483-44-9(Hazardous Substances Data)

Usage

General Description

2,5-Dicyanobenzotrifluoride is a chemical compound with the formula C8H2F3N3. It is a colorless to pale yellow solid with a faint odor, and it is often used as a reagent in organic synthesis and as a building block for various chemicals. Due to its trifluoromethyl and nitrile functional groups, it is known for its strong electron-withdrawing properties and is often used in the production of pharmaceuticals, agrochemicals, and dyes. It is also used as a solvent in some chemical reactions and as an intermediate in the production of specialty chemicals. 2,5-Dicyanobenzotrifluoride is considered to be a hazardous chemical and should be handled with caution, as it can cause irritation to the skin, eyes, and respiratory system.

InChI:InChI=1/C8H3BrF3N/c9-7-2-1-6(8(10,11)12)3-5(7)4-13/h1-3H

Upstream product

• 623-26-7 terephthalonitrile 
• 2926-29-6 Langlois reagent 
• 14353-88-9 iodopentafluorobenzene bis(trifluoroacetate) 
• 76-05-1 trifluoroacetic acid 

Relevant articles and documents

Photoinduced Trifluoromethylation of Arenes and Heteroarenes Catalyzed by High-Valent Nickel Complexes

We describe a series of air-stable NiIII complexes supported by a simple, robust naphthyridine-based ligand. Access to the high-valent oxidation state is enabled by the CF3 ligands on the nickel, while the naphthyridine exhibits either a monodentate or bidentate coordination mode that depends on the oxidation state and sterics, and enables facile aerobic oxidation of NiII to NiIII. These NiIII complexes act as efficient catalysts for photoinduced C(sp2)?H bond trifluoromethylation reactions of (hetero)arenes using versatile synthetic protocols. This blue LED light-mediated catalytic protocol proceeds via a radical pathway and demonstrates potential in the late-stage functionalization of drug analogs.

Silver-Catalyzed C-H Trifluoromethylation of Arenes Using Trifluoroacetic Acid as the Trifluoromethylating Reagent

Direct trifluoromethylation of arenes using TFA as the trifluoromethylating reagent was achieved with Ag as the catalyst. This reaction not only provides a new protocol for aryl C-H trifluoromethylation, but the generation of CF3· from TFA may prove useful in other contexts and could potentially be extended to other trifluoromethylation reactions. (Chemical Equation Presented).