5422-68-4

Usage

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

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

Downstream Products

• 552-89-6 2-nitro-benzaldehyde 

Relevant academic research and scientific papers

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

Synthesis, structural characterization, and antioxidant activities of 2,4-dinitrophenyl-hydrazone derivatives

Thirty-two derivatives of 2,4-dinitro phenylhydrazone 1-32 were synthesized by one step reaction and characterized by spectroscopic techniques such as EI-MS and 1H-NMR. Compounds 1-32 were screened for their in vitro antioxidant activities. DPPH radical s

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.

Structure-Reactivity correlation in the oxidation of substituted benzaldehydes by tetraethylammonium chlorochromate

Oxidation of 36 monosubstituted benzaldehydes by tetraethylammonium chlorochromate in dimethyl sulphoxide, leads to the formation of corresponding benzoic acids. The reaction is of first order with respect to chlorochromate and aldehydes. The reaction is promoted by H+; the H+ dependence has the form kobs = a + b[H+]. The oxidation of duteriated benzaldehyde exhibits substantial primary kinetic isotope effect. The reaction was studied in 19 different organic solvents and the effect of solvent was analyzed using Taft's and Swain's multiparametric equations. The rates of the oxidation of para- and meta-substituted benzaldehydes showed excellent correlation in terms of Charton's triparametric LDR equation, whereas the oxidation of ortho-substituted benzaldehydes were correlated well with tetraperametric LDRS equation. The oxidation of para-substituted benzaldehydes is more susceptible to the delocalized effect than is the oxidation of ortho- and meta- substituted compounds, which display a greater dependence on the field effect. The positive value of h suggests the presence of an electron-deficient reaction centre in the rate-determining step. The reaction is subjected to steric acceleration by the orthosubstituents. A suitable mechanism has been proposed.

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.

Complexes of Hydrazines with Crown Ethers and their Reaction with Carbonyl Compounds

The stable crystalline stoichiometric complexes 3-8 of mono- and di-substituted hydrazines with crown ether-type neutral ligands (1, 2), described for the first time, are utilized for the synthesis of the corresponding substituted hydrazones in lipophilic solvents by the reaction with carbonyl compounds under phase transfer conditions.