1567-89-1

Basic information

• Product Name: ACETONE 2,4-DINITROPHENYLHYDRAZONE
• Synonyms: ACETONE-DNPH, 1X1ML, ACN 1000UG/ML;49821, Acetone 2,4-dinitrophenylhydrazon e (purity);ACETONE-2,4-DNPH, 50MG, NEAT;ACETONE-DNPH, 5X1ML, ACN 1000UG/ML;ACETONE 2,4-DINITROPHENYLHYDRAZONE, ENVI RONMENTAL STANDARD, 99%;Acetone(DNPHDerivatives);acetone-2,4-dinitrophenylhydrazone solution;acetone-2,4-dnph
• CAS NO: 1567-89-1
• Molecular Formula: C₉H₁₀N₄O₄
• Molecular Weight: 238.2
• EINECS: 625-639-8
• Product Categories: AA to ALCertified Reference Materials (CRMs);Air MonitoringChemical Class;Aldehydes/DNPH;Alphabetic;Application CRMs;NeatsCertified Reference Materials (CRMs);Occupational Hygiene CRM;A;Stains and Dyes;Stains&Dyes, A to
• Mol File: 1567-89-1.mol
• Article Data: 39

Chemical Properties

• Melting Point: 126-128 °C(lit.)
• Boiling Point: 370.3 °C at 760 mmHg
• Flash Point: 2℃
• Appearance: /
• Density: 1.42 g/cm³
• Vapor Pressure: 1.12E-05mmHg at 25°C
• Refractive Index: 1.616
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• PKA: 14.29±0.10(Predicted)
• BRN: 960878
• CAS DataBase Reference: ACETONE 2,4-DINITROPHENYLHYDRAZONE(CAS DataBase Reference)
• NIST Chemistry Reference: ACETONE 2,4-DINITROPHENYLHYDRAZONE(1567-89-1)
• EPA Substance Registry System: ACETONE 2,4-DINITROPHENYLHYDRAZONE(1567-89-1)

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 / PGII
• WGK Germany: 3
• Hazardous Substances Data: 1567-89-1(Hazardous Substances Data)

Usage

Uses

Acetone 2,4-Dinitrophenylhydrazone is a dinitrophenylhydrazone (DNPH) derivative of an aliphatic ketone found in mainstream cigarette smoke. Acetone 2,4-Dinitrophenylhydrazone showed inhibitory activi ty towards soybean lipoxygenase and renal prostaglandin synthetase.

InChI:InChI=1/C9H10N4O4/c1-6(2)10-11-8-4-3-7(12(14)15)5-9(8)13(16)17/h3-5,11H,1-2H3

Upstream product

• 103-02-6 acetone phenylhydrazone 
• 5281-20-9 acetone hydrazone 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 3907-80-0 3-(2,4-dinitro-phenylhydrazono)-butyric acid 
• 7064-06-4 3-methyl-5-phenyl-4,5-dihydroisoxazole 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 108-22-5 Isopropenyl acetate 
• 74-86-2 acetylene 
• 55320-89-3 <²H₆>-6-methylhept-5-en-2-one 
• 75-91-2 tert.-butylhydroperoxide 
• 121-69-7 N,N-dimethyl-aniline 
• 536-74-3 phenylacetylene 
• 17088-37-8 acetone peroxide 
• 57-55-6 propylene glycol 

Downstream Products

• 60016-26-4 2,2',4,4',6-pentanitrohydrazobenzene 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 67-64-1 acetone 
• 52727-81-8 C₉H₉N₅O₆ 
• 1107-69-3 pyruvaldehyde bis-(2,4-dinitro-phenylhydrazone) 
• 79968-06-2 N-(2,4-Dinitro-phenyl)-N'-isopropylidene-hydrazine; compound with GENERIC INORGANIC NEUTRAL COMPONENT 
• 29903-80-8 Methylglyoxal-2-mono-<2,4-dinitrophenyl>hydrazon 

Relevant articles and documents

-

-

-

-

-

-

-

-

-

-

-

-

A re-examination of supra-molecular aggregation in two polymorphs of acetone 2,4-dinitro-phenyl-hydrazone

The structure of the triclinic polymorph of acetone 2,4- dinitrophenylhydrazone, C9H10N4O4, has been redetermined from diffraction data collected at 120 (2) K; the mol-ecules are linked by C - H...O hydrogen bonds into centrosymmetric R 2 2(10)

Aerobic oxidation of formaldehyde catalyzed by polyvanadotungstates

Three tetra-n-butylammonium (TBA) salts of polyvanadotungstates, [n-Bu 4N]6[PW9V3O40] (PW 9V3), [n-Bu4N]5H2PW 8V4O40 (PW8V4), and [n-Bu4N]4H5PW6V6O 40·20H2O (PW6V6), have been synthesized and shown to be effective catalysts for the aerobic oxidation of formaldehyde to formic acid under ambient conditions. These complexes, characterized by elemental analysis, Fourier transform infrared spectroscopy, UV-vis spectroscopy, and thermogravimetric analysis, exhibit a catalytic activity for this reaction comparable to those of other polyoxometalates. Importantly, they are more effective in the presence of water than the metal oxide-supported Pt and/or Au nanoparticles traditionally used as catalysts for formaldehyde oxidation in the gas phase. The polyvanadotungstate-catalyzed oxidation reactions are first-order in formaldehyde, parabolic-order (slow, fast, and slow again) in catalyst, and zero-order in O2. Under optimized conditions, a turnover number of ～57 has been obtained. These catalysts can be recycled and reused without a significant loss of catalytic activity.

Burgess Reagent Facilitated Alcohol Oxidations in DMSO

The Burgess reagent ([methoxycarbonylsulfamoyl]triethylammonium hydroxide) has historically found utility as a dehydrating agent. Herein we show that, in the presence of dimethyl sulfoxide, the Burgess reagent efficiently and rapidly facilitates the oxidation of a broad range of primary and secondary alcohols to their corresponding aldehydes and ketones in excellent yields and under mild conditions, and can be combined with other transformations (e.g., Wittig olefinations). A mechanism similar to those described for the Pfitzner-Moffatt and Swern oxidations is proposed.