771-13-1

Basic information

• Product Name: 2-NAPHTHALENAMINE, 1-METHYL-
• Synonyms: 1-METHYL-2-NAPHTHALENAMINE;2-NAPHTHALENAMINE, 1-METHYL-;1-Methylnaphthalen-2-aMine
• CAS NO: 771-13-1
• Molecular Formula: C₁₁H₁₁N
• Molecular Weight: 157.215
• Mol File: 771-13-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: 49-50 °C
• Boiling Point: 318.2°Cat760mmHg
• Flash Point: 161.6°C
• Appearance: /
• Density: 1.106g/cm³
• Vapor Pressure: 0.000366mmHg at 25°C
• Refractive Index: 1.671
• Storage Temp.: 2-8°C
• PKA: 4.84±0.10(Predicted)
• CAS DataBase Reference: 2-NAPHTHALENAMINE, 1-METHYL-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-NAPHTHALENAMINE, 1-METHYL-(771-13-1)
• EPA Substance Registry System: 2-NAPHTHALENAMINE, 1-METHYL-(771-13-1)

Safety Data

• Hazardous Substances Data: 771-13-1(Hazardous Substances Data)

Usage

General Description

2-Naphthalenamine, 1-methyl- is an aromatic amine compound with the chemical formula C11H9N. It is a derivative of naphthalene and is commonly used as an intermediate in the synthesis of various dyes and pigments. This chemical is primarily used in the manufacturing of fluorescent whitening agents, which are additives used in various industries to enhance the brightness and appearance of products such as paper, plastics, and textiles. Its properties also make it suitable for use as an intermediate in the synthesis of pharmaceuticals and organic compounds. However, it is important to handle this chemical with care as it can be toxic and may pose hazards to human health and the environment.

InChI:InChI=1/C11H11N/c1-8-10-5-3-2-4-9(10)6-7-11(8)12/h2-7H,12H2,1H3

Upstream product

• 63017-87-8 2-nitro-1-methylnaphthalene 
• 63017-82-3 1-Methylthiomethyl-2-aminonaphthalin 
• 64-17-5 ethanol 
• 859952-59-3 N-(1-methyl-[2]naphthyl)-phthalimide 
• 64-19-7 acetic acid 
• 581-89-5 2-nitronaphthalene 
• 676-58-4 methylmagnesium chloride 
• 63409-34-7 1-Methyl-2-aethoxycarbamoylnaphthalin 
• 1076-26-2 1-methyl-2-naphthol 
• 4373-13-1 4-methyl-1,2-dihydronaphthalene 
• 91-59-8 naphthalen-2-ylamine 
• 1096-84-0 bis(2-hydroxy-1-naphthyl)methane 
• 106776-14-1 1-methyl-2,4-dinitro-naphthalene 
• 876484-60-5 4-methyl-3-nitro-[1]naphthylamine 

Downstream Products

• 412337-93-0 10-methyl-2,4-diphenyl-benzo[g]quinoline 
• 93322-80-6 1-methyl-2-thiophenylnaphthalene 
• 857488-51-8 N-(1-methyl-[2]naphthyl)-benzamide 
• 20601-22-3 2-bromo-1-methylnaphthalene 

Relevant articles and documents

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Thiophenes as traps for benzyne. 3. Diaryl sulfides and the role of dipolar intermediates

The reactions of seven thiophenes with benzyne generated from diphenyliodonium-2-carboxylate (DPIC) under a standard set of conditions led among other products to the formation of α- and β-naphthyl phenyl sulfides 2a and 2b from thiophene (1a) and of 2c: and 2d from 2-methylthiophene (1b). Dithienyl sulfides 4a-f were produced from the halothiophenes 1c-g. The structures of the naphthyl sulfides were proven by comparison with authentic samples of 2a-f, thus eliminating one of two possible mechanisms of formation. The remaining mechanism involves [4+2]-cycloaddition of benzyne to thiophene or to an S-phenylthiophenium ylide 10 to give the dipolar 2:1 benzyne/thiophene adduct 8 followed by ring-opening. Stevens-like rearrangements of 11, formed from 10 by proton transfer, may also explain the origin of arylated thiophenes such as 12 and 3 found in some reactions of benzynes with thiophene.

Chemical process

Aromatic amines (e.g., aniline) are selectively alkylated in an ortho nuclear position by reaction with an olefin (e.g., ethylene) in the presence of an aluminum anilide catalyst. Hydrogen halides (e.g., HCl) are added to increase the reaction rate.