958-60-1

Basic information

• Product Name: ETHYL METHYL KETONE 2,4-DINITROPHENYLHYDRAZONE
• Synonyms: MEK-DNPH;METHYL ETHYL KETONE 2,4-DINITROPHENYLHYDRAZONE;ETHYL METHYL KETONE 2,4-DINITROPHENYLHYDRAZONE;2-BUTANONE 2,4-DINITROPHENYLHYDRAZONE;2-BUTANONE-DNPH;(2E)-2-Butanone (2,4-dinitrophenyl)hydrazone;2-BUTANONE-DNPH, 1X1ML, ACN 100UG/ML;2-butanone-2,4-dnph solution
• CAS NO: 958-60-1
• Molecular Formula: C₁₀H₁₂N₄O₄
• Molecular Weight: 252.23
• EINECS: 200-835-2
• Product Categories: Air Monitoring Standards;Aldehyde/DNPHAlphabetic;Aldehydes/DNPH;B;BI - BZChemical Class;Chromatography;Neats;BI - BZInternational Standards;California Air Resources Board (CARB) Methods;Single Component Carbonyl-DNPH Solutions;Aromatics;Intermediates;Miscellaneous Reagents
• Mol File: 958-60-1.mol

Chemical Properties

• Melting Point: 115-115.5 °C(Solv: ethanol (64-17-5))
• Boiling Point: 381.9 °C at 760 mmHg
• Flash Point: 2 °C
• Appearance: /
• Density: 1.37 g/cm³
• Vapor Pressure: 4.92E-06mmHg at 25°C
• Refractive Index: 1.604
• Storage Temp.: −20°C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 14.04±0.10(Predicted)
• CAS DataBase Reference: ETHYL METHYL KETONE 2,4-DINITROPHENYLHYDRAZONE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL METHYL KETONE 2,4-DINITROPHENYLHYDRAZONE(958-60-1)
• EPA Substance Registry System: ETHYL METHYL KETONE 2,4-DINITROPHENYLHYDRAZONE(958-60-1)

Safety Data

• Hazard Codes: Xi,Xn,F
• Statements: 36/37/38-36-20/21/22-11
• Safety Statements: 26-36-36/37-16
• RIDADR: UN 1648 3/PG 2
• WGK Germany: 3
• RTECS: EL8400000
• Hazardous Substances Data: 958-60-1(Hazardous Substances Data)

Usage

Uses

Used in Analytical Chemistry:
ETHYL METHYL KETONE 2,4-DINITROPHENYLHYDRAZONE is used as a derivatization agent for the detection and analysis of aldehydes and ketones in samples. ETHYL METHYL KETONE 2,4-DINITROPHENYLHYDRAZONE reacts with aldehydes and ketones to form stable derivatives, which can be analyzed using techniques such as high-performance liquid chromatography (HPLC) or gas chromatography-mass spectrometry (GC-MS).
Used in Environmental Monitoring:
In the field of environmental monitoring, ETHYL METHYL KETONE 2,4-DINITROPHENYLHYDRAZONE is used for the detection and quantification of aldehydes and ketones in air, water, and soil samples. This helps in assessing the levels of pollutants and understanding their impact on the environment and human health.
Used in Quality Control and Industrial Processes:
ETHYL METHYL KETONE 2,4-DINITROPHENYLHYDRAZONE is employed in quality control and industrial processes to monitor the presence of aldehydes and ketones in various products and manufacturing processes. This ensures the quality and safety of the final products and helps in optimizing the production processes.
Used in Research and Development:
In research and development, ETHYL METHYL KETONE 2,4-DINITROPHENYLHYDRAZONE is used as a reagent for studying the chemical properties and reactions of aldehydes and ketones. This aids in the discovery of new compounds, understanding their mechanisms of action, and developing new applications for these chemicals.

InChI:InChI=1/C10H12N4O4/c1-3-7(2)11-12-9-5-4-8(13(15)16)6-10(9)14(17)18/h4-6,12H,3H2,1-2H3

Upstream product

• 6007-24-5 2-ethyl-2-methyl-[1,3]dithiane 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 513-85-9 2.3-butanediol 
• 96-17-3 2-Methylbutyraldehyde 
• 78-92-2 iso-butanol 
• 68654-22-8 9,10-dioxa-syn-(methyl,methyl)bimane 
• 2570-03-8 (+/-)-methyl trans-dihydrojasmonate 
• 89534-31-6 2-[(1-methylcyclopropyl)oxy]ethan-1-ol 
• 590-19-2 2,3-dimethylbutene 
• 4181-12-8 2-ethoxy-but-1-ene 
• 33966-50-6 SEC-BUTYLAMINE 
• 78-93-3 butanone 

Downstream Products

• 78-93-3 butanone 

Relevant articles and documents

Effect of CPC micelle on N-hetero-aromatic base promoted room temperature permanganate oxidation of 2-butanol in aqueous medium

Oxidation kinetics of 2-butanol by permanganate ion under pseudo-first-order conditions, [2-butanol]T [MnO4 -]T, in aqueous sulfuric acid solutions at 30 °C have been investigated spectrophotometrically. The pseudo-first-order rate constants and half-life were calculated from the ln(Absorbance)525 versus time plot. The rates were found to be relatively slow in the uncatalyzed path, which increase by the presence of N-cetylpyridinium chloride (CPC) micelle and promoters: picolinic acid (PA) and 2,2-bipyridine (bipy). The catalytic effect of CPC on the permanganate oxidation of 2-butanol has been studied spectrophotometrically in the presence of promoter. CMC value of CPC was determined by three different techniques: conductometry, spectrophotometry and kinetics measurements. NMR and FTIR spectra confirmed the oxidized products. The aggregation and morphological changes during reaction were studied by Scanning Electron Microscope (SEM) and Transmission Electron Microscope (TEM). The variation of the reaction rates for the different promoters in the presence and absence of CPC micellar catalyst is discussed qualitatively in the terms of partitioning nature of surfactant, charge of surfactant and reactants. Bipy in association with CPC micellar catalyst exhibited ~ 100-fold rate enhancements compared to the uncatalyzed reaction path.

Oxidative Dehomologation of Aldehydes with Oxygen as a Terminal Oxidant

A mild, efficient protocol for oxidative cleavage of C-C bonds in aldehydes has been developed that employs alkali metal hydrides as reagents and oxygen from air as a terminal oxidant. The method is applicable to a broad substrate range.

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

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.

A facile mild deprotection protocol for 1,3-dithianes and 1,3-dithiolanes with 30% hydrogen peroxide and iodine catalyst in aqueous micellar system

A simple clean expeditious protocol for the deprotection of 1,3-dithianes and 1,3-dithiolanes has been developed using 30% aqueous hydrogen peroxide activated by iodine catalyst (5 mol%) in water in the presence of sodium dodecyl sulfate (SDS) under essentially neutral conditions. The method showed tolerance for a number of phenol protecting groups such as allyl, benzyl, TBDMS, TBDPS ethers, phenolic acetates, and benzoates as well as amino-protecting BOC, Cbz carbamates without any detectable overoxidation. Georg Thieme Verlag Stuttgart.

Ferric(III) nitrate supported on kieselguhr: A new reagent for selective oxidation of alcohols

A selective and effective oxidation of alcohols into the corresponding aldehydes and ketones, respectively, with a new reagent, ferric(III) nitrate supported on kieselguhr, under heterogeneous conditions is reported. Copyright Taylor & Francis Group, LLC.

Functionalisation of Saturated Hydrocarbons. Part IX. Oxidation of Cedrol, β- and γ-Eudesmol, Sclareol, Manoyl Oxide, 1,9-Dideoxyforskolin, Methyl trans-Dihydrojasmonate, and Tetrahydrolinalool by the 'Gif System'

The oxidation of cedrol (1), β- and γ-eudesmol (6 and 7, resp.), sclareol (14), manoyl oxide (15), 1,9-dideoxyforskolin (22) (+/-)-methyl trans-dihydrojasmonate (28), and tetrahydrolinalool (32), nearly all of natural terpenoid origin, by the 'Gif system' has afforded a number of novel products (3, 11, and 12, 16/17, 18/19, 26, 29-31, and ketones corresponding to 34-35, resp.).The structures of these compounds were established by spectroscopic techniques including 2D-NMR and, where appropriate, by comparison with authentic samples.

Kinetics and Mechanism of Oxidation of Alcohols by Ceric Ammonium Nitrate

The main product of the oxidation of secondary alcohol by ceric ammonium nitrate is the corresponding ketone.The reaction is of first-order with respect to the oxidant but exhibit a Michaelis-Menten type kinetics with respect to the alcohol.The formation constants of the alcohol-CeIV complex and its thermodynamic parameters have been calculated.The rate of decomposition of the complex and the activation parameters have also been evaluated.The rates of decomposition of the complex correlate with Taft's ?* values with a low negative reaction constant.The oxidation induced polymerisation of acrylonitrile.The retardation of rate with increasing acidity has been explained on the formation of kinetically inactive protonated alcohol.The protonated constants for the various alcohol have been calculated.The presence of a small primary kinetic isotope effect, kH/kD = 2.3, confirms that the rate-determining step involves a C-H bond rupture in a non-symmetrical transition state.