5422-68-4

Basic information

• Product Name: (2E)-1-(2,4-dinitrophenyl)-2-(2-nitrobenzylidene)hydrazine
• CAS NO: 5422-68-4
• Molecular Formula: C₁₃H₉N₅O₆
• Molecular Weight: 331.2405
• Mol File: 5422-68-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 533.836°C at 760 mmHg
• Flash Point: 276.654°C
• Density: 1.575g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.69
• CAS DataBase Reference: (2E)-1-(2,4-dinitrophenyl)-2-(2-nitrobenzylidene)hydrazine(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-1-(2,4-dinitrophenyl)-2-(2-nitrobenzylidene)hydrazine(5422-68-4)
• EPA Substance Registry System: (2E)-1-(2,4-dinitrophenyl)-2-(2-nitrobenzylidene)hydrazine(5422-68-4)

Safety Data

• Hazardous Substances Data: 5422-68-4(Hazardous Substances Data)

Usage

Description

(2E)-1-(2,4-dinitrophenyl)-2-(2-nitrobenzylidene)hydrazine, commonly known as DNCB, is an aromatic compound characterized by its yellow to orange crystalline solid appearance and solubility in organic solvents. It is widely recognized for its ability to induce immune responses and allergic reactions in the skin, which makes it a valuable tool in the study and testing of dermatitis and other skin conditions.

Uses

Used in Hair Dye Industry:
DNCB is utilized as an intermediate in the production of hair dyes, contributing to the coloring process and the development of various shades.
Used in Allergy Testing:
In the medical field, DNCB serves as a skin sensitizer in allergy tests, helping to diagnose skin conditions and allergic reactions by inducing a controlled immune response.
Used in Dermatology Research:
DNCB is employed in dermatological research for studying the mechanisms of skin sensitization and contact dermatitis, furthering our understanding of immune responses in the skin.
Note: It is important to handle DNCB with caution due to its potent skin irritant and sensitizer properties.

Upstream product

• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 552-89-6 2-nitro-benzaldehyde 
• 74885-91-9 <18>Krone-6-(2,4-Dinitrophenylhydrazin)-1:2-Komplex 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 612-25-9 2-Nitrobenzyl alcohol 

Downstream Products

• 552-89-6 2-nitro-benzaldehyde 

Relevant articles and documents

Exploiting the unique specialty of hydrazone functionality: Synthesis of a highly sensitive UV–Vis active solvatochromic probe

The unique physico-chemical attributes of the hydrazone functionality have been extensively studied for a diverse range of chemical, biological and analytical applications. The synthesis of a highly sensitive hydrazone based UV–Vis active solvatochromic p

Facile preparation and reactivity of bifunctional ionic liquid-supported hypervalent iodine reagent: A convenient recyclable reagent for catalytic oxidation

Novel, efficient, and recyclable bifunctional catalysts bearing ionic liquid supported (2,2,6,6-tetramethylpiperidin-1-yl)oxyl (TEMPO) and iodoarene moieties were developed and used for environmentally benign catalytic oxidation of alcohols. The reactions using peracetic acid as a green and practical co-oxidant afforded the corresponding carbonyl compounds in high yields under mild conditions and convenient work-up. Furthermore, these ionic liquid supported bifunctional catalysts could be simply recovered and reused.

Kinetics and Mechanism of the Oxidation of Substituted Benzylamines by N-Chlorosuccinimide

The oxidation of ortho-, meta-, and para-substituted benzylamines by N-chlorosuccinimide (NCS), to the corresponding benzaldehydes, is first-order with respect to NCS and the amine.The pH dependence of the reaction rate suggests that the unprotonated benzylamine is the reductant.There is no effect of added succinimide.NCS itself has been postulated as the reactive oxidising species.The oxidation of benzylamine exhibited a substantial primary kinetic isotope effect (kH/kD=6.20).The rates of oxidation of the meta- and para-substituted benzylamines were separately correlated in Taft and Swain's dual substituent parameter equations.For the para-substituted compounds, the best correlation is obtained with ?I and ?R+ values; meta-substituted compounds correlate with ?I and ?R0 values.The reaction constants have negative values.The oxidation rates of the ortho-substituted compounds yield an excellent correlation in a triparametric equation involving Taft's ?I and ?R+ values and Charton's steric parameter, V.A mechanism involving transfer of a hydride ion from the amine to the oxidant in the rate-determining step is proposed.