67291-63-8

Basic information

• Product Name: 2-Amino-3-methoxynaphthalene
• Synonyms: 2-Amino-3-methoxynaphthalene;3-Methoxy-naphthalen-2-ylamine
• CAS NO: 67291-63-8
• Molecular Formula: C₁₁H₁₁NO
• Molecular Weight: 173.21114
• Mol File: 67291-63-8.mol
• Article Data: 13

Chemical Properties

• Melting Point: 107 °C
• Boiling Point: 333.2°C at 760 mmHg
• Flash Point: 170.9°C
• Appearance: /
• Density: 1.156g/cm³
• Vapor Pressure: 0.000138mmHg at 25°C
• Refractive Index: 1.655
• PKA: 4.08±0.10(Predicted)
• CAS DataBase Reference: 2-Amino-3-methoxynaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-3-methoxynaphthalene(67291-63-8)
• EPA Substance Registry System: 2-Amino-3-methoxynaphthalene(67291-63-8)

Safety Data

• Hazardous Substances Data: 67291-63-8(Hazardous Substances Data)

Usage

General Description

2-Amino-3-methoxynaphthalene, also known as aminomethoxynaphthalene, is an aromatic compound with the chemical formula C11H11NO. It is a derivative of naphthalene and contains both an amino group and a methoxy group. This chemical is commonly used as a fluorescent dye in various applications, including in the labeling and detection of proteins and nucleic acids. It absorbs light at a wavelength of around 318 nanometers and emits fluorescence at approximately 390 nanometers, making it suitable for use in fluorescence microscopy and flow cytometry. Additionally, 2-Amino-3-methoxynaphthalene is also utilized in organic synthesis, particularly in the production of pharmaceuticals and other fine chemicals. It is important to handle this chemical with care, as prolonged exposure or ingestion can lead to various health hazards.

InChI:InChI=1/C11H11NO/c1-13-11-7-9-5-3-2-4-8(9)6-10(11)12/h2-7H,12H2,1H3

Upstream product

• 91137-51-8 3-nitro-2-naphthyl methyl ether 
• 13042-06-3 3-methoxy-[2]naphthoic acid amide 
• 93-04-9 2-Methoxynaphthalene 
• 13041-60-6 methyl 3-methoxy-2-naphthoate 
• 92-70-6 3-Hydroxy-2-naphthoic acid 
• 5417-63-0 3-Amino-2-naphthol 
• 1044506-37-7 tert-butyl(3-hydroxynaphthalen-2-yl)carbamate 
• 1433906-99-0 tert-butyl (3-methoxynaphthalen-2-yl)carbamate 
• 228401-15-8 2-(N-(carbobenzyloxy)amino)-3-methoxynaphthalene 
• 7147-28-6 3-methoxy-[2]naphthoic acid ethyl ester 
• 58698-35-4 3-methoxy-2-naphthoic hydrazide 
• 58778-69-1 3-methoxy-2-naphthoyl chloride 
• 883-62-5 3-methoxy-2-naphthoic acid 
• 100192-99-2 3-nitro-5,6,7,8-tetrahydro-2-naphthyl acetate 

Downstream Products

• 1572936-82-3 N-((3-methoxy)-2-naphthyl)-5-nitroanthranilic acid 
• 284462-37-9 4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide 
• 30478-88-7 3-bromo-2-naphthol 
• 90073-02-2 (Z)-ethyl phenylpyruvate 2-<(3-methoxy-2-naphthyl)hydrazone> 
• 90073-03-3 (E)-ethyl phenylpyruvate 2-<(3-methoxy-2-naphthyl)hydrazone> 
• 2037-17-4 2-methoxy-3-phenylazo-naphthalene 
• 795278-91-0 3-iodo-2-methoxynaphthalene 

Relevant articles and documents

Enantioselective Synthesis of 3,3′-Disubstituted 2-Amino-2′-hydroxy-1,1′-binaphthyls by Copper-Catalyzed Aerobic Oxidative Cross-Coupling

A challenging direct asymmetric catalytic aerobic oxidative cross-coupling of 2-naphthylamine and 2-naphthol, using a novel CuI/SPDO system, has been successfully developed for the first time. Enantioenriched 3,3′-disubstituted NOBINs were achieved and could be readily derived to divergent chiral ligands and catalysts. This reaction features high enantioselectivities (up to 96 % ee) and good yields (up to 80 %). The DFT calculations suggest that the F–H interactions between CF3 of L17 and H-1,8 of 2-naphthol, and the π–π stacking between the two coupling partners could play vital roles in the enantiocontrol of this cross-coupling reaction.

Organocatalytic aryl-aryl bond formation: An atroposelective [3,3]-rearrangement approach to BINAM derivatives

Herein we disclose an organocatalytic aryl-aryl bond-forming process for the regio- and atroposelective synthesis of 2,2′-diamino-1,1′- binaphthalenes (BINAMs). In the presence of catalytic amounts of axially chiral phosphoric acids, achiral N,N′-binaphthyl hydrazines undergo a facile [3,3]-sigmatropic rearrangement to afford enantiomerically enriched BINAM derivatives in good to excellent yield. This transformation represents the first example of a metal-free, catalytic C(sp2)-C(sp2) bond formation between two aromatic rings with concomitant de novo atroposelective installation of an axis of chirality. Density functional calculations reveal that, in the transition state for C-C bond formation, the phosphoric acid proton of the catalyst is fully transferred to one of the N-atoms of the substrate, and the resulting phosphate acts as a chiral counterion.

Inhibition Of Raf Kinase Using Symmetrical And Unsymmetrical Substituted Diphenyl Ureas

This invention relates to the use of a group of aryl ureas in treating raf mediated diseases, and pharmaceutical compositions for use in such therapy.