7150-24-5

Basic information

• Product Name: 1-[(4-bromophenyl)hydrazono]naphthalen-2(1H)-one
• CAS NO: 7150-24-5
• Molecular Formula: C₁₆H₁₁BrN₂O
• Molecular Weight: 327.1753
• Mol File: 7150-24-5.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 451.5°C at 760 mmHg
• Flash Point: 226.9°C
• Density: 1.46g/cm³
• Vapor Pressure: 2.42E-08mmHg at 25°C
• Refractive Index: 1.664
• CAS DataBase Reference: 1-[(4-bromophenyl)hydrazono]naphthalen-2(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(4-bromophenyl)hydrazono]naphthalen-2(1H)-one(7150-24-5)
• EPA Substance Registry System: 1-[(4-bromophenyl)hydrazono]naphthalen-2(1H)-one(7150-24-5)

Safety Data

• Hazardous Substances Data: 7150-24-5(Hazardous Substances Data)

Usage

Explanation

The molecular formula represents the number of atoms of each element present in a molecule of the compound.

Explanation

Hydrazones are a class of organic compounds containing a functional group with the structure R1R2C=NNH2.

Explanation

The compound is derived from naphthalen-2(1H)-one, which is a naphthalene derivative with a ketone group.

Explanation

The addition of a 4-bromophenylhydrazine group to the naphthalen-2(1H)-one backbone results in the formation of this chemical.

Explanation

The compound is used in organic synthesis, which is the study of the structure, properties, and reactions of organic compounds.

Explanation

Due to its unique structure and properties, the compound may have potential applications in medicinal chemistry (design and synthesis of pharmaceuticals) and material science (development of new materials with specific properties).

Explanation

The compound's structure is characterized by the presence of these functional groups and atoms, which contribute to its properties and potential applications.

Class

Hydrazones

Derivative of

Naphthalen-2(1H)-one

Functional group addition

4-bromophenylhydrazine

Application

Organic synthesis

Potential applications

Medicinal chemistry and material science

Structure

Contains a naphthalene ring, a phenyl ring, a bromine atom, a hydrazone functional group, and a carbonyl group

Upstream product

• 842-07-9 Sudan I 
• 135-19-3 β-naphthol 
• 106-40-1 4-bromo-aniline 
• 62375-86-4 p-bromobenzenediazo methyl ether 
• 2028-85-5 (4-bromophenyl)diazonium chloride 
• 62-53-3 aniline 
• 60-29-7 diethyl ether 
• 95196-99-9 N,N’-bis(4-bromophenyl)sulfamide 
• 76869-82-4 2-(4-bromo-phenyl)-2-oxy-diazenecarboxylic acid ethyl ester 
• 100-34-5 benzene diazonium chloride 
• 7726-95-6 bromine 
• 64-19-7 acetic acid 
• 93680-30-9 C₇H₆BrN₇ 
• 77070-97-4 (E)-6-<3-(4-Bromophenyl)-2-triazen-1-yl>purine 

Downstream Products

• 20528-38-5 {Cu(C₆H₄BrNNC₁₀H₆(O))2} 
• 2834-92-6 1-amino-2-naphthol 
• 106-40-1 4-bromo-aniline 
• 84317-64-6 (4-Bromo-phenyl)-(2-chloro-naphthalen-1-yl)-diazene 

Relevant articles and documents

One-pot synthesis of azo compounds in the absence of acidic or alkaline additives

A one-pot method for the synthesis of azo compounds by the reaction of β-naphthol with aryl amines using t-BuONO as the nitrosonium source in DCM at room temperature was developed. This method features mild reaction conditions, a simple experimental procedure, and is free of acidic or alkaline additives.

Convenient and rapid diazotization and diazo coupling reaction via aryl diazonium nanomagnetic sulfate under solvent-free conditions at room temperature

For the first time, nanomagnetic-supported sulfonic acid is used for conversion of several types of aromatic amine, containing electron-withdrawing groups as well as electron-donating groups to the corresponding azo dyes in excellent yield. The synthesis of these compounds is described by the sequential diazotization-diazo coupling of various aromatic amines with sodium nitrite, nanomagnetic supported sulfonic acid and coupling agents under solvent-free conditions at room temperature. This new method offers several advantages including short reaction time, mild reaction conditions, avoidance of harmful acids, and simple work-up procedure. More importantly, aryldiazonium salts supported on magnetic nanoparticles (aryl diazonium nanomagnetic sulfate) were sufficiently stable to be kept at room temperature in the dry state.

An environmentally friendly approach to the green synthesis of azo dyes in the presence of magnetic solid acid catalysts

A solvent-free, efficient and green approach for the synthesis of azo dyes has been developed by the diazo coupling reactions of aromatic amines with β-naphthol in the presence of sulfonic acid functionalized magnetic Fe3O4 nanoparticles (Fe3O4@SiO2-SO3H) by a grinding method at room temperature. This green methodology aims to overcome the limitations and drawbacks of the previously reported methods such as low temperature, use of acids, alkalis and toxic solvents, instability of diazonium salts at room temperature, modest yields, and long reaction times. Moreover, the attractive advantages of the process include mild conditions with excellent conversions, simple product isolation process, inexpensive procedure and recyclability of the magnetic catalyst. This journal is