403-46-3

Basic information

• Product Name: 4-FLUORO-N,N-DIMETHYLANILINE
• Synonyms: 4-FLUORO-N,N-DIMETHYLANILINE;N,N-DIMETHYL-4-FLUOROANILINE;(4-Fluoro-phenyl)-dimethyl-amine;Benzenamine,4-fluoro-N,N-dimethyl-;fluorodimethylaniline;p-Fluoro-N,N-dimethylaniline;NISTC403463;4-FLUORO-N,N-DIMETHYLANILINE 98+%
• CAS NO: 403-46-3
• Molecular Formula: C₈H₁₀FN
• Molecular Weight: 139.17
• Mol File: 403-46-3.mol
• Article Data: 56

Chemical Properties

• Melting Point: 36 °C
• Boiling Point: 200 °C
• Flash Point: 67.5 °C
• Appearance: /
• Density: 1.057 g/cm³
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-FLUORO-N,N-DIMETHYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-FLUORO-N,N-DIMETHYLANILINE(403-46-3)
• EPA Substance Registry System: 4-FLUORO-N,N-DIMETHYLANILINE(403-46-3)

Safety Data

• Hazardous Substances Data: 403-46-3(Hazardous Substances Data)

Usage

General Description

4-FLUORO-N,N-DIMETHYLANILINE is a chemical compound with the molecular formula C8H10FN. It is characterized by the presence of a fluorine atom, two methyl groups, and an aniline moiety. 4-FLUORO-N,N-DIMETHYLANILINE is commonly used as an intermediate for the synthesis of various pharmaceuticals, dyes, and agrochemicals. It is also used as a reagent in organic chemical reactions. 4-FLUORO-N,N-DIMETHYLANILINE is a colorless to pale yellow liquid at room temperature and has a slightly sweet odor. It is important to handle this compound with caution, as it may be harmful if ingested, inhaled, or absorbed through the skin.

Upstream product

• 874-52-2 N,N-dimethylaniline N-oxide 
• 462-35-1 N-(ethyl)acetonitrilium tetrafluoroborate 
• 50-00-0 formaldehyd 
• 371-40-4 4-fluoroaniline 
• 74-88-4 methyl iodide 
• 459-25-6 N-(4-fluorophenyl)formamide 
• 124-38-9 carbon dioxide 
• 64-18-6 formic acid 
• 459-59-6 4-fluoro-N-methylaniline 
• 616-38-6 carbonic acid dimethyl ester 
• 350-46-9 4-Fluoronitrobenzene 
• 67-56-1 methanol 
• 455-08-3 p-FC₆H₄NMe₃(+)*I(-) 
• 121-69-7 N,N-dimethyl-aniline 

Downstream Products

• 329-09-9 4-fluoro-tri-N-methyl-anilinium; methyl sulfate 
• 100-23-2 N,N-Dimethyl-4-nitroaniline 
• 130445-20-4 4-Fluoro-N,N-dimethylaniline N-oxide 
• 773-91-1 5-fluoro-1-methylisatin 
• 333725-83-0 N-{2-[(2-dimethylamino-5-fluoro-phenyl)-(pyridin-2-ylamino)-methyl]-4-fluoro-phenyl}-N-methyl-formamide 
• 121-69-7 N,N-dimethyl-aniline 
• 63029-14-1 N,N-dimethyl-p-(p-nitrophenoxy)aniline 
• 65851-36-7 4-Acetyl-2-methylphenyl morpholine-4-carboxylate 
• 1346855-06-8 1-(2-(dimethylamino)-5-fluorophenyl)naphthalene-2-ol 

Relevant articles and documents

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Simplified preparation of a graphene-co-shelled Ni/NiO@C nano-catalyst and its application in theN-dimethylation synthesis of amines under mild conditions

The development of Earth-abundant, reusable and non-toxic heterogeneous catalysts to be applied in the pharmaceutical industry for bio-active relevant compound synthesis remains an important goal of general chemical research.N-methylated compounds, as one of the most essential bioactive compounds, have been widely used in the fine and bulk chemical industries for the production of high-value chemicals. Herein, an environmentally friendly and simplified method for the preparation of graphene encapsulated Ni/NiO nanoalloy catalysts (Ni/NiO@C) was developed for the first time, for the highly selective synthesis ofN-methylated compounds using various functional amines and aldehydes under easy to handle, and industrially applicable conditions. A large number of primary and secondary amines (more than 70 examples) could be converted to the correspondingN,N-dimethylamines with the participation of different functional aldehydes, with an average yield of over 95%. A gram-scale synthesis also demonstrated a similar yield when compared with the benchmark test. In addition, it was further proved that the catalyst could easily be recycled because of its intrinsic magnetism and reused up to 10 times without losing its activity and selectivity. Also, for the first time, the tandem synthesis ofN,N-dimethylamine products in a one-pot process, using only a single earth-abundant metal catalyst, whose activity and selectivity were more than 99% and 94%, respectively, for all tested substrates, was developed. Overall, the advantages of this newly developed method include operational simplicity, high stability, easy recyclability, cost-effectiveness of the catalyst, and good functional group compatibility for the synthesis ofN-methylation products as well as the industrially applicable tandem synthesis process.

Nickel-Catalyzed Amination of Aryl Chlorides with Amides

A nickel-catalyzed amination of aryl chlorides with diverse amides via C-N bond cleavage has been realized under mild conditions. A broad substrate scope with excellent functional group tolerance at a low catalyst loading makes the protocol powerful for synthesizing various aromatic amines. The aryl chlorides could selectively couple to the amino fragments rather than the carbonyl moieties of amides. Our protocol complements the conventional amination of aryl chlorides and expands the usage of inactive amides.