437-25-2

Basic information

• Product Name: 4-Fluoro-N,N-diphenylbenzenamine
• Synonyms: 4-Fluoro-N,N-diphenylbenzenamine;Benzenamine, 4-fluoro-N,N-diphenyl-;p-Fluortriphenylamin;4-Fluoro-N,N-diphenyl-aniline
• CAS NO: 437-25-2
• Molecular Formula: C₁₈H₁₄FN
• Molecular Weight: 263.3088632
• EINECS: 200-258-5
• Mol File: 437-25-2.mol
• Article Data: 15

Chemical Properties

• Melting Point: 101 °C
• Boiling Point: 205 °C/15 mmHg
• Appearance: /
• CAS DataBase Reference: 4-Fluoro-N,N-diphenylbenzenamine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Fluoro-N,N-diphenylbenzenamine(437-25-2)
• EPA Substance Registry System: 4-Fluoro-N,N-diphenylbenzenamine(437-25-2)

Safety Data

• Hazardous Substances Data: 437-25-2(Hazardous Substances Data)

Usage

General Description

4-Fluoro-N,N-diphenylbenzenamine is a chemical compound with the molecular formula C18H14FN. This organic compound belongs to the class of organic compounds known as diphenylamines and derivatives, which are aromatic compounds containing an aniline moiety that is substituted at two positions by a phenyl group. Its molar mass is 277.3 g/mol. It is typically used in research and industrial settings. As with many chemical substances, proper precautions should be taken when handling it due to its potential toxicity.

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Downstream Products

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Relevant articles and documents

Benzyloxycalix[8]arene supported Pd-NHC cinnamyl complexes for Buchwald-Hartwig C-N cross-couplings

The scalable synthesis of Pd-NHC cinnamyl complexes supported on benzyloxycalix[8]arene is reported. These catalysts are very active for Buchwald-Hartwig cross-coupling reactions, allowing the coupling of aryl chlorides and bromides with a wide variety of alkyl and aryl amines using low catalytic loadings. The supported complexes also successfully afforded attractive unsymmetrical triarylamines, and in one case, promoted the synthesis of an unprecedented Pd-catalyzed C-H activation product. Thanks to the calixarenic support, the target products could be isolated with low levels of residual palladium, and in some cases, even below the restrictive toxic metal standards applied by the pharmaceutical industry. Through an easy to implement procedure, these perfectly characterised catalysts thus combine the best of homogeneous and heterogeneous catalysis: high efficiency (similar to or even better than the corresponding homogeneous complexes) and low Pd leaching levels expected from heterogeneous catalysts.

Buchwald–Hartwig Amination of Nitroarenes

The Buchwald–Hartwig amination of nitroarenes was achieved for the first time by using palladium catalysts bearing dialkyl(biaryl)phosphine ligands. These cross-coupling reactions of nitroarenes with diarylamines, arylamines, and alkylamines afforded the corresponding substituted arylamines. A catalytic cycle involving the oxidative addition of the Ar?NO2 bond to palladium(0) followed by nitrite/amine exchange is proposed based on a stoichiometric reaction.

Solvent-Free Buchwald-Hartwig (Hetero)arylation of Anilines, Diarylamines, and Dialkylamines Mediated by Expanded-Ring N-Heterocyclic Carbene Palladium Complexes

A highly efficient solvent-free protocol for the Buchwald-Hartwig (hetero)arylation of anilines, diarylamines, and dialkylamines mediated by the expanded-ring N-heterocyclic carbene palladium complex (THP-Dipp)Pd(cinn)Cl [THP-Dipp = 1,3-bis(2,6-diisopropylphenyl)-3,4,5,6-tetrahydropyrimidin-2-ylidene; cinn = cinnamyl, 3-phenylallyl] was developed. The catalytic protocol was efficient for the coupling of amines and (hetero)aryl chlorides and bromides bearing donor, acceptor, and bulky substituents.