2216-68-4

Basic information

• Product Name: N-METHYL-N-1-NAPHTHYLAMINE
• Synonyms: METHYL-NAPHTHALEN-1-YL-AMINE;N-METHYL-1-NAPHTHYLAMINE;N-METHYL-N-1-NAPHTHYLAMINE;methyl(1-naphthyl)amine;NSC9412;N-Methyl-1-naphthalenamine
• CAS NO: 2216-68-4
• Molecular Formula: C₁₁H₁₁N
• Molecular Weight: 157.21
• EINECS: 218-695-6
• Product Categories: (intermediate of Butenafine)
• Mol File: 2216-68-4.mol
• Article Data: 55

Chemical Properties

• Melting Point: 174°C
• Boiling Point: 271.88°C (rough estimate)
• Flash Point: 140.7°C
• Appearance: /
• Density: 1.0595 (rough estimate)
• Vapor Pressure: 0.00177mmHg at 25°C
• Refractive Index: 1.6722 (estimate)
• Storage Temp.: 2-8°C(protect from light)
• PKA: 3.67(at 27℃)
• CAS DataBase Reference: N-METHYL-N-1-NAPHTHYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-METHYL-N-1-NAPHTHYLAMINE(2216-68-4)
• EPA Substance Registry System: N-METHYL-N-1-NAPHTHYLAMINE(2216-68-4)

Safety Data

• Hazardous Substances Data: 2216-68-4(Hazardous Substances Data)

Usage

General Description

N-Methyl-N-1-naphthylamine is a chemical compound with the molecular formula C11H11N. It is a colorless to beige solid with a faint amine odor, and it is soluble in organic solvents. N-METHYL-N-1-NAPHTHYLAMINE is used as an intermediate in the production of dyes, pigments, and other chemical products. It is also employed as a rubber antioxidant and in the synthesis of pharmaceuticals. N-Methyl-N-1-naphthylamine has been found to have toxic effects on the liver and kidneys in animal studies, and it may pose a risk to human health if exposure occurs through inhalation, ingestion, or skin contact. Therefore, proper handling and precautions should be taken when working with this chemical.

InChI:InChI=1/C11H11N/c1-12-11-8-4-6-9-5-2-3-7-10(9)11/h2-8,12H,1H3

Upstream product

• 917-64-6 methyl magnesium iodide 
• 86-57-7 1-Nitronaphthalene 
• 6330-51-4 1-naphthylformamide 
• 53663-33-5 N-(1-naphthyl)-N-methyl cyanamide 
• 67-56-1 methanol 
• 74-83-9 methyl bromide 
• 134-32-7 1-amino-naphthalene 
• 74-87-3 methylene chloride 
• 80-48-8 methyl p-toluene sulfonate 
• 90-15-3 α-naphthol 
• 74-89-5 methylamine 
• 86-84-0 1-Naphthyl isocyanate 
• 74-88-4 methyl iodide 
• 108463-46-3 N-methyl-N-(naphthalen-1-yl)formamide 

Downstream Products

• 573-90-0 N-methyl-N-(naphthalen-1-yl)acetamide 
• 109246-68-6 N-methyl-N-[1]naphthyl-N'-phenyl-thiourea 
• 16653-04-6 methyl-[1]naphthyl-amine; compound with picryl chloride 
• 42931-60-2 {2,4,6-(CH₃)3C₆H₂}2B-N(CH₃)(1-C₁₀H₇) 
• 134627-25-1 2-benzyl-N-methyl-1-naphthylamine 
• 134627-21-7 1-(methylamino)-2-(diphenylhydroxymethyl)naphthalene 
• 53663-33-5 N-(1-naphthyl)-N-methyl cyanamide 
• 88790-92-5 (E)-N-Methyl-N-naphthalen-1-yl-3-phenyl-acrylamide 
• 134627-23-9 1-(methylamino)-2-<(3-methylphenyl)hydroxymethyl>naphthalene 
• 69293-81-8 C₃₄H₂₈N₈ 
• 4286-02-6 N-Methyl-N-nitro-<1>naphthylamin 
• 18271-19-7 N,4-dimethyl-N-(naphthalen-1-yl)benzenesulfonamide 
• 473535-12-5 2-hydroxy-N-methyl-N-(naphthalen-1-yl)benzamide 

Relevant articles and documents

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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.

Borane-Trimethylamine Complex as a Reducing Agent for Selective Methylation and Formylation of Amines with CO2

We report herein that a borane-trimethylamine complex worked as an efficient reducing agent for the selective methylation and formylation of amines with 1 atm CO2 under metal-free conditions. 6-Amino-2-picoline serves as a highly efficient catalyst for the methylation of various secondary amines, whereas in its absence, the formylation of primary and secondary amines was achieved in high yield with high chemoselectivity. Mechanistic studies suggest that the 6-amino-2-picoline-borane catalytic system operates like an intramolecular frustrated Lewis pair to activate CO2.