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

Description

4-Fluoro-N-methylaniline is an organic compound that belongs to the class of secondary aromatic amines. It is characterized by the presence of a fluorine atom at the 4-position and a methyl group attached to the nitrogen atom. 4-FLUORO-N-METHYLANILINE is often used as a model compound in research studies to investigate the biotransformation of secondary aromatic amines.

Uses

Used in Pharmaceutical Research:
4-Fluoro-N-methylaniline is used as a model compound for studying the in vivo and in vitro biotransformation of secondary aromatic amines. This research is crucial for understanding the metabolic pathways and potential toxicological effects of these compounds, which can help in the development of safer and more effective drugs.
Used in Environmental Toxicology:
4-Fluoro-N-methylaniline is also used in environmental toxicology studies to evaluate the potential risks and impacts of secondary aromatic amines on the environment and human health. This information is vital for establishing regulations and guidelines to minimize exposure to these compounds.
Used in Chemical Synthesis:
In addition to its applications in research, 4-fluoro-N-methylaniline can also be used as a starting material or intermediate in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its unique structure and reactivity make it a valuable building block in organic synthesis.

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

Upstream product

• 59332-77-3 ethyl (4-fluorophenyl)imidoformate 
• 142212-08-6 N-(4-fluorophenyl)-N-methylformamide 
• 312-63-0 N-(4-fluorophenyl)benzenesulfonamide 
• 75-52-5 nitromethane 
• 1765-93-1 4-fluoroboronic acid 
• 2054-12-8 N-(4-fluorophenyl)-N-methylbenzamide 
• 366-75-6 N-(4-fluorophenyl)benzamide 
• 456-22-4 4-Fluorobenzoic acid 
• 67-56-1 methanol 
• 16664-09-8 4-fluorobenzoyl azide 
• 68-12-2 N,N-dimethyl-formamide 
• 371-40-4 4-fluoroaniline 
• 352-34-1 4-fluoro-1-iodobenzene 
• 74-89-5 methylamine 

Downstream Products

• 110994-06-4 N-(4-Fluoro-phenyl)-N-methyl-S-trimethylsilanylethynyl-thiohydroxylamine 
• 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 
• 851882-98-9 (S)-3-[(4-fluoro-phenyl)-methyl-carbamoyl]-piperidine-1-carboxylic acid tert-butyl ester 
• 864914-87-4 2-[1-(4-chloro-phenyl)-2-(2-methoxy-phenyl)-1H-imidazol-4-yl]-N-(4-fluoro-phenyl)-N-methyl-acetamide 
• 41192-39-6 2-bromo-N-(4-fluorophenyl)-N-methyl-acetamide 
• 1092464-10-2 1-(3-(trifluoromethyl)phenylsulfonyl)piperidin-4-one O-(4-fluorophenyl)(methyl)carbamoyl oxime 
• 1161864-81-8 2-[(4-fluorophenyl)methylsulfamoyl]benzoic acid methyl ester 
• 1187052-14-7 C₁₃H₁₈FNO₅ 
• 1187052-15-8 N-(D-arabino-2-hexulon-1-yl)-N-methyl-p-fluoroaniline 
• 1240496-08-5 6-chloro-N-(4-fluorophenyl)-N-methyl-nicotinamide 
• 1210812-60-4 8-(2,4-difluorophenyl)-3-((4-fluorophenyl)(methyl)amino)-1-methylpyrido[3,2-d]pyridazin-2(1H)-one 
• 1248916-13-3 C₁₀H₁₅FN₂ 

Relevant articles and documents

CO2-tuned highly selective reduction of formamides to the corresponding methylamines

We herein describe an efficient, CO2-tuned and highly selective C-O bond cleavage of N-methylated formanilides. With easy-to-handle and commercially available NaBH4 as the reductant, a variety of formanilides could be turned into the desired tertiary amines in moderate to excellent yields. The role of CO2 has been investigated in detail, and the mechanism is proposed on the basis of experiments.

Additive-freeN-methylation of amines with methanol over supported iridium catalyst

An efficient and versatile zinc oxide-supported iridium (Ir/ZnO) catalyst was developed to catalyze the additive-freeN-methylation of amines with methanol. Mechanistic studies suggested that the high catalytic reactivity is rooted in the small sizes (1.4 nm) of Ir nanoparticles and the high ratio (93%) of oxidized iridium species (IrOx, Ir3+and Ir4+) on the catalyst. Moreover, the delicate cooperation between the IrOxand ZnO support also promoted its high reactivity. The selectivity of this catalyticN-methylation was controllable between dimethylation and monomethylation by carefully tuning the catalyst loading and reaction solvent. Specifically, neat methanol with high catalyst loading (2 mol% Ir) favored the formation ofN,N-dimethylated amine, while the mesitylene/methanol mixture with low catalyst loading (0.5 mol% Ir) was prone to producing mono-N-methylated amines. An environmentally benign continuous flow system with a recycled mode was also developed for the efficient production ofN-methylated amines. With optimal flow rates and amine concentrations, a variety ofN-methylamines were produced with good to excellent yields in this Ir/ZnO-based flow system, providing a starting point for the clean and efficient production ofN-methylamines with this cost-effective chemical process.

Recyclable covalent triazine framework-supported iridium catalyst for the N-methylation of amines with methanol in the presence of carbonate

An iridium complex Cp*Ir@CTF, which is synthesized by the coordinative immobilization of [Cp*IrCl2]2 on a functionalized covalent triazine framework (CTF), was found to be a general and highly efficient catalyst for the N-methylation of amines with methanol in the presence of carbonate. Under environmentally benign conditions, a variety of desirable products were obtained in high yields with complete selectivities and functional group friendliness. Furthermore, the synthesized catalyst could be recycled by simple filtration without obvious loss of catalytic activity after sixth cycle. Notably, this research exhibited the potential of covalent triazine framework-supported transition metal catalysts for hydrogen autotransfer process.