13481-62-4

Basic information

• Product Name: 2-(3-TRIFLUOROMETHYL-PHENYLAMINO)-BENZONITRILE
• Synonyms: 2-(3-TRIFLUOROMETHYL-PHENYLAMINO)-BENZONITRILE
• CAS NO: 13481-62-4
• Molecular Formula: C₁₄H₉F₃N₂
• Molecular Weight: 262.233
• Mol File: 13481-62-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 344.608°C at 760 mmHg
• Flash Point: 162.214°C
• Appearance: /
• Density: 1.314g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.561
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-(3-TRIFLUOROMETHYL-PHENYLAMINO)-BENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-TRIFLUOROMETHYL-PHENYLAMINO)-BENZONITRILE(13481-62-4)
• EPA Substance Registry System: 2-(3-TRIFLUOROMETHYL-PHENYLAMINO)-BENZONITRILE(13481-62-4)

Safety Data

• Hazardous Substances Data: 13481-62-4(Hazardous Substances Data)

Usage

Nitrile derivative

It is a compound that contains a cyano group (C≡N) attached to an aromatic ring.

Trifluoromethyl group

A functional group consisting of a carbon atom bonded to three fluorine atoms (CF3), which contributes to the compound's reactivity and stability.

Amino group

A functional group consisting of a nitrogen atom bonded to two hydrogen atoms (NH2), which can participate in various chemical reactions and is responsible for the compound's biological activity.

Attached to a benzene ring

The trifluoromethyl and amino groups are both attached to a benzene ring, which is a six-carbon ring with alternating single and double bonds.

Building block in synthesis

It is commonly used as a starting material or intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals.

Reagent in organic chemical reactions

The compound is used as a reagent in organic synthesis, particularly for the formation of carbon-carbon and carbon-nitrogen bonds.

Potential biological activities

2-(3-trifluoromethyl-phenylamino)-benzonitrile exhibits potential biological activities, making it a subject of interest in medicinal chemistry research.

Important and versatile compound

The compound has valuable applications in the chemical and pharmaceutical industries due to its unique structure and reactivity.

InChI:InChI=1/C14H9F3N2/c15-14(16,17)11-5-3-6-12(8-11)19-13-7-2-1-4-10(13)9-18/h1-8,19H

Upstream product

• 873838-39-2 3-(trifluoromethyl)phenyl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate 
• 1885-29-6 anthranilic acid nitrile 
• 2042-37-7 o-cyanobromobenzene 
• 98-16-8 3-trifluoromethylaniline 
• 1423-26-3 (meta-(trifluoromethyl)phenyl)boronic acid 
• 612-24-8 o-nitrobenzonitrile 
• 530-78-9 flufenamic acid 
• 2766-16-7 ethyl N-(α,α,α-trifluoro-m-tolyl)-anthranilate 
• 98-17-9 3-Trifluoromethylphenol 
• 13481-61-3 2-<<3-(trifluoromethyl)phenyl>amino>benzamide 

Downstream Products

• 530-78-9 flufenamic acid 
• 13481-63-5 SKF-32802 

Relevant articles and documents

Visible-Light- And PPh3-Mediated Direct C-N Coupling of Nitroarenes and Boronic Acids at Ambient Temperature

We present here a metal-free, visible-light- and triphenylphosphine-mediated intermolecular, reductive amination between nitroarenes and boronic acids at ambient temperature without any photocatalyst. Mechanistically, a slow reduction of nitroarenes to a nitroso and, finally, a nitrene intermediate occurs that leads to the amination product with concomitant 1,2-aryl/-alkyl migration from a boronate complex. A wide range of nitroarenes underwent C-N coupling with aryl-/alkylboronic acids providing high yields.

Reductive Molybdenum-Catalyzed Direct Amination of Boronic Acids with Nitro Compounds

The synthesis of aromatic amines is of utmost importance in a wide range of chemical contexts. We report a direct amination of boronic acids with nitro compounds to yield (hetero)aryl amines. The novel combination of a dioxomolybdenum(VI) catalyst and triphenylphosphine as inexpensive reductant has revealed to be decisive to achieve this new C?N coupling. Our methodology has proven to be scalable, air and moisture tolerant, highly chemoselective and engages both aliphatic and aromatic nitro compounds. Moreover, this general and step-economical synthesis of aromatic secondary amines showcases orthogonality to other aromatic amine syntheses as it tolerates aryl halides and carbonyl compounds.

Expedited palladium-catalyzed amination of aryl nonaflates through the use of microwave-irradiation and soluble organic amine bases

Microwave-assisted, palladium-catalyzed C-N bond-forming reactions with aryl/heteroaryl nonaflates and amines using the soluble amine bases DBU (1,8-diazabicyclo[5.4.0]undec-7-ene) or MTBD (7-methyl-1,5,7-triazabicyclo[4.4. 0]dec-5-ene) and ligands (1-3) resulted in good to excellent yields (71-99%) of arylamines in short reaction times (1-45 min).