1741-78-2

Basic information

• Product Name: 2-fluoro-N-(4-methoxyphenyl)-Benzenamine
• Synonyms: 2-fluoro-N-(4-methoxyphenyl)-Benzenamine;Benzenamine,2-fluoro-N-(4-methoxyphenyl)-;2-Fluorophenyl(4-methoxyphenyl)amine;N-(o-Fluorophenyl)-p-anisidine
• CAS NO: 1741-78-2
• Molecular Formula: C₁₃H₁₂FNO
• Molecular Weight: 217.24
• Mol File: 1741-78-2.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-fluoro-N-(4-methoxyphenyl)-Benzenamine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-fluoro-N-(4-methoxyphenyl)-Benzenamine(1741-78-2)
• EPA Substance Registry System: 2-fluoro-N-(4-methoxyphenyl)-Benzenamine(1741-78-2)

Safety Data

• Hazardous Substances Data: 1741-78-2(Hazardous Substances Data)

Upstream product

• 104-92-7 1-bromo-4-methoxy-benzene 
• 348-54-9 2-Fluoroaniline 
• 623-12-1 4-chloromethoxybenzene 
• 5720-07-0 4-methoxyphenylboronic acid 
• 1493-27-2 ortho-nitrofluorobenzene 

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.

Arylation of Amines in Alkane Solvents by using Well-Defined Palladium-N-Heterocyclic Carbene Complexes

The use of the ITent-based series of Pd-N-heterocyclic carbenes precatalysts (Tent= Tentacular) enables the Buchwald-Hartwig amine arylation reaction in apolar alkane solvents. The use of such solvents is rare because of their poor solvation properties. Nonetheless, they could be of interest for industrial applications, as they can be disposed of in an energetically favorable manner and may potentially simplify product isolation. The excellent solubility of the precatalysts permitted the desired products to be obtained in yields ranging from 75 to 96 %, even with deactivated and functionalized coupling partners. Fueling cross-couplings: The use of ITent-based Pd precatalysts (Tent=tentacular) enables the Buchwald-Hartwig amine arylation reaction in alkane solvents. Such solvents could be of interest for industrial applications, as they can be disposed of in an energetically favorable manner and may potentially simplify product isolation. Yields ranging from 75 to 96 % are obtained, even with challenging substrates.

(Cin = Cinnamyl): A versatile catalyst for C-N and C-C bond formation

[Pd(IPr*OMe)(cin)(Cl)] provides high catalytic activity for Buchwald-Hartwig cross-coupling reactions of sterically demanding aryl chlorides with sterically hindered and deactivated aniline derivatives. This catalyst also proved efficient in Suzuki-Miyaura reactions, thus allowing the preparation of tetra-ortho-substituted biaryls. The Kumada-Corriu coupling has also been investigated using this palladium N-heterocyclic carbene (NHC) catalyst.