3837-55-6

Basic information

• Product Name: 3'-NITRO-4-DIMETHYLAMINOAZOBENZENE
• Synonyms: 3-Nitro-4’-(N,N-dimethylamino)azobenzene;3'-Nitro-4-dimethylaminoazobenzol (3'NO2-DAB);Aniline, N,N-dimethyl-p-((m-nitrophenyl)azo)-;Azobenzene, 4-dimethylamino-3'-nitro-;Benzenamide, N,N-dimethyl-4-[(3-nitrophenyl)azo]-;Benzenamine, N,N-dimethyl-4-((3-nitrophenyl)azo)-;N,N-Dimethyl-4-((3-nitrophenyl)azo)aniline;N,N-Dimethyl-4-[(E)-(3-nitrophenyl)diazenyl]aniline
• CAS NO: 3837-55-6
• Molecular Formula: C₁₄H₁₄N₄O₂
• Molecular Weight: 270.29
• Mol File: 3837-55-6.mol
• Article Data: 6

Chemical Properties

• Melting Point: 161 °C
• Boiling Point: 413.4°C (rough estimate)
• Flash Point: 223.1°C
• Appearance: /
• Density: 1.1764 (rough estimate)
• Vapor Pressure: 3.98E-08mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• PKA: 3.28±0.10(Predicted)
• CAS DataBase Reference: 3'-NITRO-4-DIMETHYLAMINOAZOBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3'-NITRO-4-DIMETHYLAMINOAZOBENZENE(3837-55-6)
• EPA Substance Registry System: 3'-NITRO-4-DIMETHYLAMINOAZOBENZENE(3837-55-6)

Safety Data

• RTECS: BX7050000
• Hazardous Substances Data: 3837-55-6(Hazardous Substances Data)

Usage

General Description

3'-Nitro-4-dimethylaminoazobenzene, also known as NDNB, is a synthetic organic chemical compound with a bright orange-red color. It is commonly used as a reagent in analytical chemistry for the determination of primary and secondary amines. NDNB reacts with primary amines to form highly colored products, which can be detected spectrophotometrically. It is also a known carcinogen and mutagen, and has been used in laboratory settings to induce mutations in various organisms for research purposes. Due to its potential health hazards, proper safety precautions should be taken when handling NDNB in laboratory settings.

InChI:InChI=1/C14H14N4O2/c1-17(2)13-8-6-11(7-9-13)15-16-12-4-3-5-14(10-12)18(19)20/h3-10H,1-2H3/b16-15+

Upstream product

• 121-69-7 N,N-dimethyl-aniline 
• 99-09-2 3-nitro-aniline 
• 60-11-7 methyl yellow 
• 99-65-0 meta-dinitrobenzene 
• 24564-52-1 4-(dimethylamino)benzenediazonium tetrafluoroborate 
• 586-36-7 3-nitrophenyldiazonium tetrafluoroborate 
• 2028-76-4 3-nitrophenyldiazonium chloride 
• 99-98-9 4-amino-N,N-dimethylaniline 

Downstream Products

• 108-45-2 m-phenylenediamine 
• 99-98-9 4-amino-N,N-dimethylaniline 
• 99-09-2 3-nitro-aniline 

Relevant articles and documents

Experimental and theoretical studies of azo derivatives in terms of different donors, acceptors and position isomerism: Synthesis, characterization and a combined electronic absorption, electrochemical and DFT study

Eight azo derivatives with two donor groups- diphenylamine and N,N-dimethylphenyl, and four acceptor groups - 3-nitrophenyl, 4-nitrophenyl, 4-phenylcarboxylic acid, and 3-phenylcarboxylic acid, were synthesized and characterized using 1H-NMR an

Synthesis of new azo dyes under phase-transfer catalysis

New azo dyes that do not enter into azo coupling reactions under classical conditions (water solutions, polar organic solvents) were prepared by nontraditional method (in solutions in 1,2-dichloroethane and chloroform and in water emulsions thereof) with the use of phase-transfer catalysts (dibenzo-18-crown-6, benzyltrimethylammonium chloride, sodium 4-dodecylbenzenesulfonate). The azo dyes obtained: 4-(3-nitrophenylazo)-1-bromo-2-methoxynaphthalene, 4-(3-methylphenylazo)-1-bromo-2-methoxynaphthalene, 3-nitrophenylazochrysene, 3-methylphenylazochrysene were produced in high yields and showed good processing properties.

Reactions of Aromatic Nitrocompounds. LXXII. Anionic σ-Complexes of Nitroarenes in the Azocoupling Reaction

In reaction of KBH4 with m-dinitrobenzene in acetonitrile a mixture of isomeric anionic σ-complexes is formed. The reaction of the latter with phenyldiazonium tetrafluoroborates RC6H4N2+BF4