3837-55-6

Usage

Uses

Used in Analytical Chemistry:
NDNB is employed as a reagent for the detection and determination of primary and secondary amines. Its reaction with primary amines produces highly colored products, enabling spectrophotometric analysis and making it a valuable tool in identifying the presence of these amines in various samples.
Used in Research Applications:
In laboratory settings, NDNB serves as a mutagen, used to induce mutations in various organisms for research purposes. This property is particularly useful in genetic and molecular biology studies, where understanding the effects of mutations on organisms is crucial for advancing scientific knowledge.
Used in Toxicology and Carcinogenicity Studies:
As a known carcinogen and mutagen, NDNB is utilized in toxicology and carcinogenicity studies to investigate the mechanisms of cancer development and the effects of mutagens on biological systems. This helps in the development of strategies for cancer prevention and treatment, as well as in understanding the underlying processes of mutagenesis.

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

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

Downstream Products

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

Relevant academic research and scientific papers

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

Reactions of aromatic nitro compounds: LXXIV.* azo coupling of anionic nitroarene σ-complexes with aromatic diazo compounds. Effect of reaction conditions on the yield of nitroazobenzenes

Effect of a number of factors on the yield of nitroazobenzenes in the reaction of 4-nitro-and 4-dimethylaminobenzenediazonium tetrafluoroborates with anionic σ adducts derived from 1,3-dinitrobenzene was studied. Conditions were found which allow nitroazobenzenes to be prepared in 80-90% yield.

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 nitro compounds: LXXIII. Reaction of anionic m-dinitrobenzene σ-complexes with arenediazonium salts

Anionic σ-complexes derived from 4-and 5-substituted 1,3-dinitrobenzenes react with arenediazonium salts to give the corresponding nitroazobenzenes as a result of replacement of one nitro group.

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

Steric Effects in 4-Dimethylaminoazobenzenes and Their Protonated Species

The effects of steric crowding in the amino-substituted ring of the 4-dimethylaminoazobenzene system have been examined by electronic absorption spectroscopy, using methyl substituents to induce loss of planarity.The most significant effects are produced by methyl groups ortho to the amino group.No evidence for electronic buttressing could be found in the case of dyes with electron withdrawing groups in the second benzene ring.The effects of steric crowding in the protonated forms of the dyes have also been examined.