17823-38-0

Basic information

• Product Name: 4-AMINO-2,3,5,6-TETRAFLUOROBENZONITRILE
• Synonyms: 4-AMINO-2,3,5,6-TETRAFLUOROBENZONITRILE;TIMTEC-BB SBB000281;4-Amino-2,3,5,6-tetrafluorobenzonitrile 99%;4-Amino-2,3,5,6-tetrafluorobenzonitrile99%;4-Aminotetrafluorobenzonitrile;4-Aminotetrafluorobenzonitrile 99%;4-Cyano-2,3,5,6-tetrafluoroaniline, 4-Amino-2,3,5,6-tetrafluorobenzonitrile
• CAS NO: 17823-38-0
• Molecular Formula: C₇H₂F₄N₂
• Molecular Weight: 190.1
• EINECS: 241-783-0
• Product Categories: C6 to C7;Cyanides/Nitriles;Nitrogen Compounds
• Mol File: 17823-38-0.mol
• Article Data: 11

Chemical Properties

• Melting Point: 96-98 °C(lit.)
• Boiling Point: 234.9 °C at 760mmHg
• Flash Point: 95.9 °C
• Appearance: /
• Density: 1.54 g/cm³
• Vapor Pressure: 0.0515mmHg at 25°C
• Refractive Index: 1.488
• PKA: -3.09±0.10(Predicted)
• CAS DataBase Reference: 4-AMINO-2,3,5,6-TETRAFLUOROBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINO-2,3,5,6-TETRAFLUOROBENZONITRILE(17823-38-0)
• EPA Substance Registry System: 4-AMINO-2,3,5,6-TETRAFLUOROBENZONITRILE(17823-38-0)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39
• RIDADR: 3439
• WGK Germany: 3
• Hazardous Substances Data: 17823-38-0(Hazardous Substances Data)

Usage

General Description

4-Amino-2,3,5,6-tetrafluorobenzonitrile is a chemical compound with the molecular formula C7H2F4N. It is a white solid and is classified as a fluoroaromatic compound. 4-AMINO-2,3,5,6-TETRAFLUOROBENZONITRILE is used in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and materials science. It is also used in the production of dyes, pigments, and other specialty chemicals. 4-Amino-2,3,5,6-tetrafluorobenzonitrile is considered to be a potentially hazardous compound and should be handled and stored with caution.

InChI:InChI=1/C7H2F4N2/c8-3-2(1-12)4(9)6(11)7(13)5(3)10/h13H2

Upstream product

• 110-82-7 cyclohexane 
• 31469-89-3 4-azido-2,3,5,6-tetrafluorobenzonitrile 
• 773-82-0 Pentafluorobenzonitrile 

Downstream Products

• 71153-96-3 N-(4-Cyano-2,3,5,6-tetra-fluor-phenyl)(pentafluorphenyl)carbonimidoylchlorid 
• 74632-44-3 4,4'-dicyanoperfluoroazobenzene 
• 119060-59-2 Ethyl (E)-4-amino-2,3,5,6-tetrafluorocinnamate 
• 17823-35-7 2,3,5,6-tetrafluoro-4-nitrobenzonitrile 
• 1548-74-9 4-amino-2,3,5,6-tetrafluorobenzamide 
• 1346641-12-0 N-(4-cyano-2,3,5,6-tetrafluorophenyl)-1-(2,6-difluorophenyl)cyclopropanecarboxamide 
• 1346641-09-5 N-(4-cyano-2,3,5,6-tetrafluorophenyl)-1-(2-(1,3-dioxoisoindolin-2-yl)ethyl)cyclopropanecarboxamide 
• 1346641-07-3 1-((benzyloxy)methyl)-N-(4-cyano-2,3,5,6-tetrafluorophenyl)cyclopropanecarboxamide 

Relevant articles and documents

High Yields of Nitrene Insertion into Unactivated C-H Bonds. First Example of X-Ray Crystallographic and 19F NMR Analysis of the Photochemically Produced C-H Inserted Adduct

Photolysis of 4-azido-tetrafluorobenzonitrile results in the highest yield reported to date, (75 - 80percent as estimated from 19F NMR spectroscopy) for nitrene insertion into the unactivated C-H bond of cyclohexane; the photochemical adduct is characteri

Synthetic method of 2,3,5,6-tetrafluoroaniline

The invention relates to a synthetic method of aniline, in particular to a synthetic method of 2,3,5,6-tetrafluoroaniline. The synthetic method comprises the following steps: taking 2,3,4,5,6-pentafluorobenzonitrile as a raw material; carrying out ammonification on the 2,3,4,5,6-pentafluorobenzonitrile with ammonia water at first; carrying out aftertreatment to obtain an intermediate which is 4-amino-2,3,5,6-tetrafluoroaniline; adding 90% of sulfuric acid; and carrying out hydrolyzing and decarboxylation to generate the 2,3,5,6-tetrafluoroaniline. The ammonia water is an aminating agent, ethylacetate is used as a solvent, tetrabutylammonium hydrogen sulphate is used as a phase transfer catalyst, high-selection ammoniation is carried out at low temperature, thus, an isomer by-product whichis 2-amino-3,4,5,6- tetrafluorobenzonitrile generated by general ammoniation is avoided, the high-purity intermediate which is 4-amino-2,3,5,6-tetrafluoroaniline can be obtained directly, and the purity of the 4-amino-2,3,5,6-tetrafluoroaniline can be 99.5% or above.

Pd(II)-catalyzed enantioselective synthesis of P-stereogenic phosphinamides via desymmetric C-H arylation

We present the enantioselective synthesis of P-stereogenic phosphinamides through Pd-catalyzed desymmetric ortho C-H arylation of diarylphosphinamides with boronic esters. The method represents the first example of the synthesis of P-stereogenic phosphorus compounds via the desymmetric C-H functionalization strategy. The reaction proceeded efficiently with a wide array of reaction partners to afford the P-stereogenic phosphinamides in up to 74% yield and 98% ee. The efficiency was further demonstrated by gram scale syntheses. Moreover, the flexible conversion of the P-stereogenic phosphinamides into various types of P-stereogenic phosphorus derivatives was also elaborated. Thus, the protocol provides a novel tool for the efficient and versatile synthesis of P-stereogenic compounds.