1019-57-4

Usage

Uses

Used in Analytical Chemistry:
ACETALDEHYDE 2,4-DINITROPHENYLHYDRAZONE is used as a derivatization agent for the detection and quantification of aldehydes, such as acetaldehyde, in samples. The formation of the DNPH derivative allows for the analysis of aldehydes using techniques such as high-performance liquid chromatography (HPLC) or gas chromatography-mass spectrometry (GC-MS).
Used in Environmental Monitoring:
ACETALDEHYDE 2,4-DINITROPHENYLHYDRAZONE is used as a tool for monitoring the presence of aldehydes, including acetaldehyde, in the environment. This is particularly relevant in assessing the impact of cigarette smoke on indoor air quality and the potential health risks associated with exposure to these compounds.
Used in Quality Control of Tobacco Products:
ACETALDEHYDE 2,4-DINITROPHENYLHYDRAZONE can be employed in the quality control processes of tobacco products to ensure that the levels of aldehydes, such as acetaldehyde, are within acceptable limits. This helps in maintaining product safety and compliance with regulatory standards.
Used in Research and Development:
ACETALDEHYDE 2,4-DINITROPHENYLHYDRAZONE is utilized in research and development for studying the chemical properties of aldehydes and their potential effects on human health. This knowledge can contribute to the development of strategies for reducing aldehyde exposure and mitigating their harmful effects.

InChI:InChI=1/C8H8N4O4/c1-2-9-10-7-4-3-6(11(13)14)5-8(7)12(15)16/h2-5,10H,1H3/b9-2-

Upstream product

• 110-86-1 pyridine 
• 20729-41-3 acetaldehyde imine 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 75-07-0 acetaldehyde 
• 64-17-5 ethanol 
• 849585-22-4 LACTIC ACID 
• 76195-86-3 2,4-dinitrophenylhydrazine hydrochloride 
• 7647-01-0 hydrogenchloride 
• 14035-66-6 pent-2-enyl-vinyl ether 
• 518336-48-6 2-(5-methyl-2-furyl)quinoxaline 
• 121-44-8 triethylamine 
• 1321539-41-6 C₁₅H₁₅N₃S 
• 57-55-6 propylene glycol 
• 107-21-1 ethylene glycol 

Downstream Products

• 92897-31-9 N-(2,4-dinitro-phenyl)-3-methyl-N'''-phenyl-formazan 
• 74316-15-7 N-(2,4-dinitrophenyl)-acetohydrazonyl chloride 
• 86451-29-8 (2,4-Dinitro-phenyl)-(2-methyl-aziridin-1-yl)-amine 

Relevant academic research and scientific papers

Dowex polymer-mediated protection of carbonyl groups

Dowex (strongly acidic cationic exchange resin) polymer is employed as solid acid catalyst for the clean and less hazardous protection of carbonyl compounds as phenylhydrazones and 2,4-dintrophenylhydrazones in ethanol under reflux conditions. The reactions proceed very smoothly and the yields of the derivatives are excellent. Copyright Taylor & Francis, Inc.

Revisiting the reaction of hydroxyl radicals with vicinal diols in water

The carbonyl products of the reactions of hydroxyl radicals with three vicinal diols (ethane-1,2-diol, propane-1,2-diol and butane-2,3-diol) have been identified and quantified. Hydroxyl radicals were produced by γ-radiolysis of N2O-saturated aqueous solutions. The reactions result in the formation of alkoxyl radicals (～15%) followed by β-fragmentation, and α-hydroxyl alkyl radicals that undergo H2O elimination. The latter process is part of a radical chain reaction at higher diol concentrations.

Analysis of carbonyl compounds in sea buckthorn for the evaluation of triglyceride oxidation, by enzymatic hydrolysis and derivatisation methodology

Carbonyl compounds formed in sea buckthorn berry (Hippophae rhamnoides) and oil samples as a result of lipid oxidation were determined by enzymatic hydrolysis followed by derivatisation with 2,4-dinitrophenylhydrazine and analysed by LC-UV and electrospra

Effect of CHAPS and CPC micelles on Ir(III) catalyzed Ce(IV) oxidation of aliphatic alcohols at room temperature and pressure

Kinetics of cerium(IV) oxidation of aliphatic alcohols: ethanol, propanol, propan-2-ol, 1-butanol and 2-butanol were studied at 30 °C in the presence and absence of surfactants in acidic medium. The reaction was studied under pseudo-first-order conditions

Defluorination of 4-fluorothreonine by threonine deaminase

4-Fluorothreonine (4-FT) is the only naturally occurring fluorinated amino acid antibiotic. Although two conserved proteins in the 4-FT pathway have been found to be involved in self-detoxification mechanisms, the 4-FT-producing strains may also require an alternative pathway to degrade the intracellular 4-FT. In this study, we examined the possible degradation role of three enzymes involved in threonine metabolite pathways toward 4-FT as a possible degradation route to avoid in vivo 4-FT accumulation. Among these three enzymes, threonine deaminase was found to catalyse a defluorination reaction to generate 4-hydroxy-α-ketobutyrate, which is supposed to be further metabolised by an aldolase that likely is a unique occurrence in the 4-FT-producing strains. Our finding may constitute a 4-FT degradation pathway as a complementary resistance mechanism.

Synthesis of N-Sulfonylformamidines by tert-butyl Hydroperoxide–Promoted, metal-free, direct oxidative dehydrogenation of aliphatic amines

A direct and convenient metal-free method to prepare sulfonyl amidines in the presence of aqueous tert-butyl hydroperoxide (T-HYDRO) has been developed. Different tertiary and secondary amines were tested for compatibility with the oxidative conditions and could be coupled with sulfonyl azides to form the corresponding amidines in moderate to good yields.

Kinetics and mechanism of oxidation of glycine and alanine by Oxone? catalyzed by bromide ion

Oxidation of glycine and alanine by Oxone? catalysed by bromide ions has been studied in acidic medium. The reaction is initiated by the oxidation of bromide to bromine, which then reacts with the amino acid. The formation of bromine is supported by the spectrophotometric examination of the reaction mixture. The proposed intermediate involves a complex formation between bromine and the anion of the amino acid. The rate of the reaction is inhibited by an increase in the hydrogen ion concentration due to the protonation equilibria of the amino acids. A mechanism is proposed and the derived rate law was verified graphically. Effect of relative permittivity, ionic strength and temperature was also carried out and these effects are also in support of the mechanism proposed.

Oxidized single-walled carbon nanotubes (swcns-cooh) as a new catalyst for the protection of carbonyl groups as hydrazones

Nano-materials are considered as suitable heterogeneous catalysts for many organic reactions. Herein oxidized carbon nanotube (SWCNTs-COOH) has been reported as a heterogeneous catalyst, for protection of carbonyl groups as hydrazones in EtOH at 80 C. The reactions proceed smoothly with good to excellent yields, and the SWCNTs-COOH used can be recycled.

Selective reduction of esters to aldehydes under the catalysis of well-defined NHC-iron complexes

On a direct course to the aldehyde: Hydrosilylation catalyzed by a well-defined N-heterocyclic-carbene-iron complex under UV irradiation enabled the selective reduction of esters to aldehydes (see scheme; Bn=benzyl, Mes=mesityl). The low catalyst loading and very mild reaction conditions make this chemoselective transformation a promising alternative to the reduction of esters with diisobutylaluminum hydride. Copyright

Selective reduction of carboxylic acids to aldehydes through manganese catalysed hydrosilylation

The direct reduction of carboxylic acids to disilylacetals was achieved through a manganese catalyzed hydrosilylation reaction in the presence of triethylsilane under mild conditions, at r.t. and under UV irradiation (350 nm). The aldehydes were obtained in good to excellent yields after acidic hydrolysis.