459-59-6

Basic information

• Product Name: 4-FLUORO-N-METHYLANILINE
• Synonyms: 4-FLUORO-N-METHYLANILINE;4-FLUORO-N-TOLUIDINE;4-FLUORO-N-METHYLANILINE 98%;N-(4-Fluorophenyl)-N-methylamine;4-Fluoro-N-methylaniline ,98%;N-Methyl-4-fluoroaniline;4-Fluoro-N-MethylbenzenaMine
• CAS NO: 459-59-6
• Molecular Formula: C₇H₈FN
• Molecular Weight: 125.14
• EINECS: 207-294-1
• Product Categories: Amines;C7;Nitrogen Compounds;Aryl Fluorinated Building Blocks;Building Blocks;C7-C8;Chemical Synthesis;Fluorinated Building Blocks;Nitrogen Compounds;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks
• Mol File: 459-59-6.mol
• Article Data: 63

Chemical Properties

• Boiling Point: 79 °C11 mm Hg(lit.)
• Flash Point: 168 °F
• Appearance: clear yellowish liquid
• Density: 1.040 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.853mmHg at 25°C
• Refractive Index: n20/D 1.5320(lit.)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 4.80±0.12(Predicted)
• CAS DataBase Reference: 4-FLUORO-N-METHYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-FLUORO-N-METHYLANILINE(459-59-6)
• EPA Substance Registry System: 4-FLUORO-N-METHYLANILINE(459-59-6)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-37/38-41-43-52/53
• Safety Statements: 26-36/37/39
• RIDADR: UN 2810 6.1/PG 3
• WGK Germany: 2
• HazardClass: IRRITANT
• Hazardous Substances Data: 459-59-6(Hazardous Substances Data)

Usage

Chemical Properties

clear yellowish liquid

Uses

4-Fluoro-N-methylaniline was used as a model compound to study the in vivo and in vitro biotransformation of secondary aromatic amines.

InChI:InChI=1/C7H8FN/c1-9-7-4-2-6(8)3-5-7/h2-5,9H,1H3

Upstream product

• 403-46-3 4-fluoro-N,N-dimethylaniline 
• 36035-49-1 N-(4-fluoro-phenyl)-N-methyl-acetamide 
• 459-25-6 N-(4-fluorophenyl)formamide 
• 109423-09-8 1,3,5-tris(4-fluorophenyl)-1,3,5-triazinane 
• 371-40-4 4-fluoroaniline 
• 74-88-4 methyl iodide 
• 937-25-7 N-(4-fluorophenyl)-N-(methyl)nitrous amide 
• 59332-77-3 ethyl (4-fluorophenyl)imidoformate 
• 124-38-9 carbon dioxide 
• 106-49-0 p-toluidine 
• 106-47-8 4-chloro-aniline 
• 104-94-9 4-methoxy-aniline 
• 62-53-3 aniline 
• 106-40-1 4-bromo-aniline 

Downstream Products

• 111783-29-0 N,N'-<6-<<(4-fluorophenyl)methylamino>methyl>-2,4-quinazolinediyl>bisbenzamide 
• 64450-21-1 3-<(4-fluorophenyl)methylamino>-2-propanone 
• 37931-54-7 N-benzyl-4-fluoro-N-methylaniline 
• 2054-12-8 N-(4-fluorophenyl)-N-methylbenzamide 
• 142212-08-6 N-(4-fluorophenyl)-N-methylformamide 
• 210536-19-9 (4-Fluoro-2-vinyl-phenyl)-methyl-amine 
• 388078-30-6 2-chloro-N-(4-fluorophenyl)-N-methylacetamide 
• 736172-32-0 N-methyl-N-(4-fluorophenyl)-vinylsulfonamide 
• 851071-75-5 (6-chloro-5-nitropyrimidin-4-yl)-(4-fluorophenyl)-methylamine 

Relevant articles and documents

Photoinduced Hydroarylation and Cyclization of Alkenes with Luminescent Platinum(II) Complexes

Photoinduced hydroarylation of alkenes is an appealing synthetic strategy for arene functionalization. Herein, we demonstrated that aryl radicals generated from electron-deficient aryl chlorides/bromides could be trapped by an array of terminal/internal aryl alkenes in the presence of [Pt(O^N^C^N)] under visible-light (410 nm) irradiation, affording anti-Markovnikov hydroarylated compounds in up to 95 % yield. Besides, a protocol for [Pt(O^N^C^N)]-catalyzed intramolecular photocyclization of acrylanilides to give structurally diverse 3,4-dihydroquinolinones has been developed.

Method for realizing N-alkylation by using alcohols as carbon source under photocatalysis

The invention discloses a method for realizing N-alkylation by using alcohols as a carbon source under photocatalysis, and belongs to the technical field of catalytic synthesis. Alcohol, a substrate raw material and a catalyst are placed in a reaction device, ultraviolet and/or visible light irradiation is carried out in an inert atmosphere, after the irradiation is finished, solid-liquid separation is carried out to remove the catalyst, and an N-alkylation product can be obtained through extraction, distillation and purification, wherein the substrate raw material comprises any one of an amine compound, an aromatic nitro compound or an aromatic nitrile compound, the alcohol comprises any one or more of soluble primary alcohols, and the catalyst is metal oxide/titanium dioxide or metal sulfide/titanium dioxide. The method is simple and easy to operate, can be used for efficient photocatalysis one-pot multi-step hydrogenation N-alkylation reaction, and is mild in reaction condition, high in chemical selectivity of N-alkylamine, good in catalyst stability and easy to recycle.

N-Methylation of Amines with Methanol in the Presence of Carbonate Salt Catalyzed by a Metal-Ligand Bifunctional Ruthenium Catalyst [(p-cymene)Ru(2,2′-bpyO)(H2O)]

A ruthenium complex [(p-cymene)Ru(2,2′-bpyO)(H2O)] was found to be a general and efficient catalyst for the N-methylation of amines with methanol in the presence of carbonate salt. Moreover, a series of sensitive substituents, such as nitro, ester, cyano, and vinyl groups, were tolerated under present conditions. It was confirmed that OH units in the ligand are crucial for the catalytic activity. Notably, this research exhibited the potential of metal-ligand bifunctional ruthenium catalysts for the hydrogen autotransfer process.