1081-15-8

Basic information

• Product Name: FORMALDEHYDE 2,4-DINITROPHENYLHYDRAZONE
• Synonyms: FORMALDEHYDE (DNPH DERIVATIVE);FORMALDEHYDE-DNPH, 5X1ML, ACN 100UG/ML;FORMALDEHYDE 2,4-DINITROPHENYLHYDRAZONE, ENVIRONMENTAL STANDARD, 99%;73517, Formaldehyde 2,4-dinitrophenylhyd razone (purity);FORMALDEHYDE-DNPH, 1X1ML, ACN 100UG/ML;FORMALDEHYDE-2,4-DNPH, 100MG, NEAT;FORMALDEHYDE 2,4-DINITROPHENYLHYDRAZONE 98+% ( SEA ONLY);formaldehyde-2,4-dinitrophenylhydrazone solution
• CAS NO: 1081-15-8
• Molecular Formula: C₇H₆N₄O₄
• Molecular Weight: 210.15
• EINECS: 200-835-2
• Product Categories: Alpha Sort;E-LAlphabetic;FM - FZ;Volatiles/ Semivolatiles;Air MonitoringAlphabetic;Aldehydes/DNPH;Application CRMs;Certified Reference Materials (CRMs);FM - FZChemical Class;NeatsCertified Reference Materials (CRMs);Occupational Hygiene CRM;Aldehyde/DNPHPassive/Diffusive Sampling;Calibration StandardsAlphabetic;California Air Resources Board (CARB) Methods;FM - FZInternational Standards;Single Component Carbonyl-DNPH Solutions;Air Monitoring Standards;Chromatography;DSD-DNPH Passive Sampling Device;F;E-F;Stains and Dyes;Stains&Dyes, A to
• Mol File: 1081-15-8.mol

Chemical Properties

• Melting Point: 153-156°C
• Boiling Point: 357.8°Cat760mmHg
• Flash Point: 2 °C
• Appearance: /
• Density: 1.54g/cm³
• Vapor Pressure: 2.67E-05mmHg at 25°C
• Refractive Index: 1.647
• Storage Temp.: 0-6°C
• Solubility: Acetone (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 10.30±0.10(Predicted)
• Stability: Light Sensitive, Shock Sensitive
• BRN: 750330
• CAS DataBase Reference: FORMALDEHYDE 2,4-DINITROPHENYLHYDRAZONE(CAS DataBase Reference)
• NIST Chemistry Reference: FORMALDEHYDE 2,4-DINITROPHENYLHYDRAZONE(1081-15-8)
• EPA Substance Registry System: FORMALDEHYDE 2,4-DINITROPHENYLHYDRAZONE(1081-15-8)

Safety Data

• Hazard Codes: Xi,Xn,F
• Statements: 36/37/38-36-20/21/22-11-22
• Safety Statements: 26-36/37/39-36-36/37-16
• RIDADR: UN 1648 3/PG 2
• WGK Germany: 3
• RTECS: AB2826500
• Hazardous Substances Data: 1081-15-8(Hazardous Substances Data)

Usage

Uses

Used in Environmental Chemistry:
FORMALDEHYDE 2,4-DINITROPHENYLHYDRAZONE is used as a chemical marker for the detection and analysis of aldehydes, particularly formaldehyde, in various environmental samples. The compound serves as an indicator of the presence of harmful aldehydes in cigarette smoke and other polluted environments.
Used in Analytical Chemistry:
FORMALDEHYDE 2,4-DINITROPHENYLHYDRAZONE is used as a reagent in analytical chemistry for the identification and quantification of aldehydes. Its formation with aldehydes allows for the detection and measurement of these compounds in various samples, including air, water, and biological tissues.
Used in Toxicology:
FORMALDEHYDE 2,4-DINITROPHENYLHYDRAZONE is used as a tool in toxicology research to study the effects of aldehydes, such as formaldehyde, on human health. The compound can help researchers understand the mechanisms of toxicity and potential health risks associated with exposure to these harmful substances.
Used in Pharmaceutical Industry:
FORMALDEHYDE 2,4-DINITROPHENYLHYDRAZONE may be used in the pharmaceutical industry as a starting material or intermediate in the synthesis of various drugs and pharmaceutical compounds. Its unique chemical properties make it a valuable component in the development of new medications and therapies.
Used in Quality Control:
FORMALDEHYDE 2,4-DINITROPHENYLHYDRAZONE is used in quality control processes to ensure the safety and purity of products, particularly in the context of cigarette manufacturing. By monitoring the levels of FORMALDEHYDE 2,4-DINITROPHENYLHYDRAZONE, manufacturers can better control the presence of harmful aldehydes in their products and minimize potential health risks for consumers.

InChI:InChI=1/C7H6N4O4/c1-8-9-6-3-2-5(10(12)13)4-7(6)11(14)15/h2-4,9H,1H2

Upstream product

• 50-00-0 formaldehyd 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 2319-38-2 triphenylsilyl hydroperoxide 
• 67-56-1 methanol 
• 100621-95-2 phenoxymethyl benzoate 
• 1426658-55-0 2-(2-chloroethyl)-N-methyl-1,2-bis(methylsulfonyl)-N-nitrosohydrazinecarboxamide 
• 1426658-59-4 N-(2-chloroethyl)-2-methyl-1,2-bis(methylsulfonyl)-N-nitrosohydrazinecarboxamide 
• 107-21-1 ethylene glycol 
• 57-55-6 propylene glycol 
• 78-85-3 2-methylpropenal 
• 38433-80-6 3-hydroxy-2-methylpropanal 
• 18516-18-2 3-hydroxy-2-(hydroxymethyl)-2-methylpropanal 
• 123-38-6 propionaldehyde 
• 97-00-7 1-chloro-2,4-dinitro-benzene 

Downstream Products

• 41931-22-0 (2,4-dinitro-phenyl)-[1,3,5]dioxazinan-5-yl-amine 

Relevant articles and documents

Quantitative online analysis of liquid-phase products of methanol oxidation in aqueous sulfuric acid solutions using electrospray ionization mass spectrometry

We describe a novel method and setup for quantitative online analysis of the liquid-phase methanol oxidation products in acidic aqueous solutions by electrospray ionization mass spectrometry (ESI-MS). This includes a specially designed flow system, which allows continuous online mixing, derivatization, extraction, separation, and quantitative detection within ca. 3 min. For electrospray ionization of formaldehyde, it is first online-derivatized by 2,4-dinitrophenyl hydrazine to form the easily ionizable 2,4-dinitrophenyl hydrazone. Then, both formic acid and derivatized formaldehyde are online extracted into an immiscible organic phase, which, after separation from the aqueous phase, is piped to the ESI-MS for analysis. This strategy ensures complete removal of the highly corrosive sulfuric acid from the analyte and allows the liquid-phase methanol oxidation reaction (MOR) products (formaldehyde and formic acid) to be quantitatively detected by ESI-MS. Finally, the potential of this method for online analysis in electroanalysis and electrocatalysis is discussed.

Determination of sub-part-per-million levels of formaldehyde in air using active or passive sampling on 2,4-dinitrophenylhydrazine-coated glass fiber filters and high-performance liquid chromatography

Formaldehyde is sampled from air with the use of a standard miniature glass fiber filter impregnated with 2,4-dinitrophenylhydrazine and phosphoric acid. The formaldehyde hydrazone is desorbed from the filter with acetonitrile and determined by high-perfo

Substrate Recognition by a Dual-Function P450 Monooxygenase GfsF Involved in FD-891 Biosynthesis

GfsF is a multifunctional P450 monooxygenase that catalyzes epoxidation and subsequent hydroxylation in the biosynthesis of macrolide polyketide FD-891. Here, we describe the biochemical and structural analysis of GfsF. To obtain the structural basis of a

Intramolecular oxidative o-demethylation in a per-o-methylated β-cyclodextriniron porphyrin inclusion complex in aqueous solution

The reaction of a supramolecular heme enzyme model (methemoCD2), a 1:1 inclusion complex of 5,10,15,20-tetrakis(4-sulfonatophenyl)porphinatoiron(III) (FeIIITPPS) and a per-Omethylated β-cyclodextrin dimer having a OCH2PyCH2O (Py: pyridin-3,5-diyl) linker (Py2CD), with peroxy acid (m-chloroperbenzoic acid or peracetic acid) caused intramolecular mono- and di-O-demethylations of the OCH3 group(s) of Py2CD. The O-demethylation seemed to proceed through the hydroxylation of a CH bond of OCH3 by an oxoiron(IV) porphyrin π-cation radical (O=Fe IVP·+).

A UV-Vis spectrophotometric method for the estimation of aldehyde groups in periodate-oxidized polysaccharides using 2,4-dinitrophenyl hydrazine

In this study, efforts have been made to develop a simple approach to determine aldehyde content in periodate-oxidized polysaccharides. A UV-Vis analytical technique using 2,4-dinitrophenylhydrazine (DNPH) was employed to calculate the aldehyde content. W

Highly effective C-C bond cleavage of lignin model compounds

A highly effective method is developed for the C-C bond cleavage of lignin model compounds. The inert Cα-Cβ or Cα-Cphenyl bond of oxidized lignin model compounds was successfully converted to an active ester bond through the classic organic name reaction, Baeyer-Villiger (BV) oxidation, and thus acetal esters and aryl esters were produced in high yields (up to 99%) at room temperature. Next, K2CO3 catalyzed the alcoholysis of the resulting ester products at 45 °C, affording various useful chemical platforms in excellent yields (up to 99%), such as phenols and multifunctional esters. This method uses commercially available reagents, is transition-metal free and simple, but highly effective, and involves mild reaction conditions.

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.

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.

Chloroethylating and methylating dual function antineoplastic agents display superior cytotoxicity against repair proficient tumor cells

Two new agents based upon the structure of the clinically active prodrug laromustine were synthesized. These agents, 2-(2-chloroethyl)-N-methyl-1,2- bis(methylsulfonyl)-N-nitrosohydrazinecarboxamide (1) and N-(2-chloroethyl)-2- methyl-1,2-bis(methylsulfonyl)-N-nitrosohydrazinecarboxamide (2), were designed to retain the potent chloroethylating and DNA cross-linking functions of laromustine, and gain the ability to methylate DNA at the O-6 position of guanine, while lacking the carbamoylating activity of laromustine. The methylating arm was introduced with the intent of depleting the DNA repair protein O6-alkylguanine-DNA alkyltransferase (AGT). Compound 1 is markedly more cytotoxic than laromustine in both AGT minus EMT6 mouse mammary carcinoma cells and high AGT expressing DU145 human prostate carcinoma cells. DNA cross-linking studies indicated that its cross-linking efficiency is nearly identical to its predicted active decomposition product, 1,2-bis(methylsulfonyl) -1-(2-chloroethyl)hydrazine (90CE), which is also produced by laromustine. AGT ablation studies in DU145 cells demonstrated that 1 can efficiently deplete AGT. Studies assaying methanol and 2-chloroethanol production as a consequence of the methylation and chloroethylation of water by 1 and 2 confirmed their ability to function as methylating and chloroethylating agents and provided insights into the superior activity of 1.

A novel protecting group methodology for syntheses using nitroxides

The methoxyamine group represents an ideal protecting group for the nitroxide moiety. It can be easily and selectively introduced in high yield (typically >90%) to a range of functionalised nitroxides using FeSO 4·7H2O and H2O2 in DMSO. Its removal is readily achieved under mild conditions in high yield (70-90%) using mCPBA in a Cope-type elimination process.