60577-34-6

Basic information

• Product Name: 4-IODO-N-METHYLANILINE
• Synonyms: 4-IODO-N-METHYLANILINE;(4-IODO-PHENYL)-METHYL-AMINE;4-Methylaminophenyl iodide;N-Methyl-4-iodoaniline;p-Iodo-N-methylaniline
• CAS NO: 60577-34-6
• Molecular Formula: C₇H₈IN
• Molecular Weight: 233.04959
• Mol File: 60577-34-6.mol
• Article Data: 49

Chemical Properties

• Melting Point: 28-29 °C(Solv: hexane (110-54-3))
• Boiling Point: 261.1 °C at 760 mmHg
• Flash Point: 111.7 °C
• Appearance: /
• Density: 1.779 g/cm³
• Vapor Pressure: 0.0118mmHg at 25°C
• Refractive Index: 1.667
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• PKA: 3.82±0.12(Predicted)
• CAS DataBase Reference: 4-IODO-N-METHYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-IODO-N-METHYLANILINE(60577-34-6)
• EPA Substance Registry System: 4-IODO-N-METHYLANILINE(60577-34-6)

Safety Data

• Hazardous Substances Data: 60577-34-6(Hazardous Substances Data)

Usage

Uses

4-Iodo-n-methylaniline is useful in general efficient method for direct N-methylation of aromatic primary amines with methanol .

InChI:InChI=1/C7H8IN/c1-9-7-4-2-6(8)3-5-7/h2-5,9H,1H3

Upstream product

• 540-37-4 p-aminoiodobenzene 
• 306768-12-7 (4-iodophenyl)-methyl-carbamic acid tert-butyl ester 
• 159217-89-7 N-Boc-4-iodoaniline 
• 616-38-6 carbonic acid dimethyl ester 
• 62404-59-5 4-(N-acetyl-N-methylamino)iodobenzene 
• 579-10-2 N-acetyl-N-methylaniline 
• 698-70-4 4-Iodo-N,N-dimethylaniline 
• 100-61-8 N-methylaniline 
• 74-88-4 methyl iodide 
• 641612-91-1 2,2,2-trifluoro-N-(4-iodophenyl)-N-methylacetamide 
• 6393-17-5 N-(4-iodo-phenyl)-formamide 
• 68-12-2 N,N-dimethyl-formamide 
• 50-00-0 formaldehyd 
• 591-50-4 iodobenzene 

Downstream Products

• 618439-07-9 4-iodo-N-methyl-N-(3-chloro-2-hydroxypropyl)aniline 
• 1128054-21-6 C₁₁H₁₂IN 
• 1233957-30-6 N-methyl-4-[(trimethylsilyl)ethynyl]aniline 
• 1643531-63-8 (E)-tert-butyl 3-[N-(4-iodophenyl)-N-(methyl)amino]acrylate 
• 1643531-58-1 4’-iodo-N-methylformanilide 
• 1287759-64-1 N-(4-iodophenyl)-N-methylmethacrylamide 
• 1446402-62-5 5-iodo-1,3-dimethyl-3-(tosylmethyl)indolin-2-one 
• 1007-20-1 N-(4-iodophenyl)-N-methylnitrous amide 
• 62404-59-5 4-(N-acetyl-N-methylamino)iodobenzene 
• 698-70-4 4-Iodo-N,N-dimethylaniline 
• 540-37-4 p-aminoiodobenzene 

Relevant articles and documents

Novel quinoline-based fluorescent bioimaging probe, KSNP117, for sentinel lymph node mapping

Fluorescent imaging agents with biocompatibility and high sensitivity are urgently required for the accurate detection of sentinel lymph nodes (SLNs). Herein, we report the design of a novel quinoline-based fluorescent probe, designated KSNP117, which can be applied as a biomedical imaging agent in the sensitive and quantitative detection of SLNs. KSNP117 exerted no adverse effects on the proliferation of ovary and immune cells and also showed excellent serum stability with photo-brightening effects.In vivofluorescent imaging revealed the accumulation of KSNP117 in the SLNs of nude mice within 10 min post injection, withoutin vivotoxicity, which was consistent with the findings ofex vivoimaging. These results support the potential of KSNP117 as a promising lymphatic tracer for biomedical imaging applications.

Efficient methylation of anilines with methanol catalysed by cyclometalated ruthenium complexes

Cyclometalated ruthenium complexes4-10allow the effective methylation of anilines with methanol to selectively giveN-methylanilines. This hydrogen autotransfer procedure proceeds under mild conditions (60 °C) in a practical manner (NaOH as base). Mechanistic investigations suggest an active homogenous ruthenium complex and β-hydride elimination of methanol as the rate determining step.

Bimetallic Bis-NHC-Ir(III) Complex Bearing 2-Arylbenzo[d]oxazolyl Ligand: Synthesis, Catalysis, and Bimetallic Effects

Herein, an unprecedented bimetallic bis-NHC Cp*Ir complex 1 bearing 2-arylbenzo[d]oxazolyl and NHC ligands is reported. A significant increase in activity was observed for N-methylation of amines and reduction of aldehydes with MeOH catalyzed by 1 compared to the monometallic analogues (2-11). Under the optimal conditions, it showed to be highly effective in N-methylation of nitroarenes with MeOH as both C1 and H2 source. Substrates, including aromatic amines, ketones, and nitro compounds with various functional groups, can be well-tolerated. Mechanistic studies and DFT calculation highlight the significance of bimetallic centers cooperativity.