771-14-2

Basic information

• Product Name: 1-Amino-2-bromonaphthalene
• Synonyms: 1-Amino-2-bromonaphthalene;2-Bromo-1-naphthylamine;2-bromonaphthalen-1-amine
• CAS NO: 771-14-2
• Molecular Formula: C₁₀H₈BrN
• Molecular Weight: 222.08
• Mol File: 771-14-2.mol
• Article Data: 16

Chemical Properties

• Melting Point: 67.0 to 71.0 °C
• Boiling Point: 339.4°C at 760 mmHg
• Flash Point: 159.1°C
• Appearance: /
• Density: 1.563g/cm³
• Vapor Pressure: 9.22E-05mmHg at 25°C
• Refractive Index: 1.718
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 1.05±0.10(Predicted)
• CAS DataBase Reference: 1-Amino-2-bromonaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Amino-2-bromonaphthalene(771-14-2)
• EPA Substance Registry System: 1-Amino-2-bromonaphthalene(771-14-2)

Safety Data

• Hazardous Substances Data: 771-14-2(Hazardous Substances Data)

Usage

General Description

1-Amino-2-bromonaphthalene is an organic compound with the chemical formula C10H8BrN. It is a derivative of naphthalene, and it consists of a naphthalene ring with a bromine atom and an amino group attached to it. 1-Amino-2-bromonaphthalene is used in the synthesis of various pharmaceuticals, dyes, and organic materials. It is also known for its potential uses in organic electronic devices and materials. However, it is important to note that 1-Amino-2-bromonaphthalene can be hazardous if not handled properly, and it should be used and stored with caution.

InChI:InChI=1/C10H8BrN/c11-9-6-5-7-3-1-2-4-8(7)10(9)12/h1-6H,12H2

Upstream product

• 4185-62-0 2-bromo-1-nitronaphthalene 
• 134-32-7 1-amino-naphthalene 

Downstream Products

• 38369-74-3 1-Amino-2-anilino-naphthalin 
• 233-59-0 1H-naphtho[1,2-d][1,2,3]triazole 
• 218-38-2 benzo[c]phenanthridine 

Relevant articles and documents

Catalyst-Free 1,2-Dibromination of Alkenes Using 1,3-Dibromo-5,5-dimethylhydantoin (DBDMH) as a Bromine Source

A direct 1,2-dibromination method of alkenes is realized using 1,3-dibromo-5,5-dimethylhydantoin (DBDMH) as a bromine source. This reaction proceeds under mild reaction conditions without the use of a catalyst and an external oxidant. Various sorts of alkene substrates are transformed into the corresponding 1,2-dibrominated products in good to excellent yields with broad substrate scope and exclusive diastereoselectivity. This method offers a green and practical approach to synthesize vicinal dibromide compounds.

Compound for organic photoelectric device Composition for organic photoelectric device, organic photoelectric device, and display device

A compound for an organic optoelectronic device, a composition for an organic optoelectronic device including the same, an organic optoelectronic device, and a display device, the compound being represented by a combination of Chemical Formula 1 and Chemical Formula 2:

Making endo-cyclizations favorable again: A conceptually new synthetic approach to benzotriazoles via azide group directed lithiation/cyclization of 2-azidoaryl bromides

Although benzotriazoles are important and ubiquitous, currently there is only one conceptual approach to their synthesis: bridging the two ortho-amino groups with an electrophilic nitrogen atom. Herein, we disclose a new practical alternative-the endo-cyclization of 2-azidoaryl lithiums obtained in situ from 2-azido-aryl bromides. The scope of the reaction is illustrated using twenty-four examples with a variety of alkyl, alkoxy, perfluoroalkyl, and halogen substituents. We found that the directing effect of the azide group allows selective metal-halogen exchange in aryl azides containing several bromine atoms. Furthermore, (2-bromophenyl)diazomethane undergoes similar cyclization to give an indazole. Thus, cyclizations of aryl lithiums containing an ortho-X = Y = Z group emerge as a new general approach for the synthesis of aromatic heterocycles. DFT computations suggested that the observed endo-selectivity applies to the anionic cyclizations of other functionalities that undergo "1,1-additions" (i.e., azides, diazo compounds, and isonitriles). In contrast, cyclizations with the heteroatomic functionalities that follow the "1,2-addition" pattern (cyanates, thiocyanates, isocyanates, isothiocyanates, and nitriles) prefer the exo-cyclization path. Hence, such reactions expand the current understanding of stereoelectronic factors in anionic cyclizations.