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2,4-Dinitrophenylhydrazine

2,4-Dinitrophenylhydrazine Basic information
Product Name:2,4-Dinitrophenylhydrazine
Synonyms:1-Hydrazino-2,4-dinitrobenzene;2,4-DINITROPHENYLHYDRAZINE extrapure AR;2,4-Dinitrophenylhydrazine, wetted with ca. 50% water;2,4-Dinitrophenylhydrazine (contains HCl) Ethanol Solution;2,4-DINITROPHENYLHYDRAZINE, MOIST. WITH WATER (H2O ~35%);2,4-Dinitrophenylhydrazine Solution [for Spray];2,4-Dinitrophenylhydrazine (contains HCl) Ethanol Solution [for TLC Stain];DINITROPHENYL HYDRAZ
CAS:119-26-6
MF:C6H6N4O4
MW:198.14
EINECS:204-309-3
Product Categories:TLC Stains;Derivatization Reagents;Derivatization Reagents HPLC;UV/Vis Reagents;UV/Visible (UV/VIS) Spectroscopy;UV-VISSpectroscopy;Aldehydes/KetonesDerivatization Reagents;SpraysDerivatization Reagents TLC;Derivatization Reagents TLC;TLC Reagents, D-F;TLC Visualization Reagents (alphabetic sort);TLC Visualization Reagents (by application);Analytical Chemistry;Carbonyl Group Labeling Reagents for HPLC;HPLC Labeling Reagents;UV Detection (HPLC Labeling Reagents);Phenylhydrazine;Miscellaneous
Mol File:119-26-6.mol
2,4-Dinitrophenylhydrazine Structure
2,4-Dinitrophenylhydrazine Chemical Properties
Melting point 197-200 °C (lit.)
Boiling point 335.43°C (rough estimate)
density 0.843 g/mL at 20 °C
refractive index n20/D 1.374
Fp 14 °C
storage temp. 2-8°C
solubility 50% sulfuric acid: 10 mg/mL, clear, colorless
pka12.1(at 25℃)
form crystals
color Red
PH RangeYellow (11.0) to brown (12.5)
Water Solubility slightly soluble
Merck 14,3283
BRN 615586
Stability:Stable when wet, but explosive when dry. May be shock sensitive when dry. Highly flammable. Incompatible with strong oxidizing agents.
Major ApplicationFuel cells, detecting microorganisms, antibacterial agent, treatment of acuteand chronic hepatitis, gynecopathy, cardiovascular diseases, cerebrovascular diseases
InChIKeyHORQAOAYAYGIBM-UHFFFAOYSA-N
CAS DataBase Reference119-26-6(CAS DataBase Reference)
NIST Chemistry ReferenceHydrazine, (2,4-dinitrophenyl)-(119-26-6)
EPA Substance Registry System2,4-Dinitrophenylhydrazine (119-26-6)
Safety Information
Hazard Codes F,Xn
Risk Statements 1-11-22-40-2001/11/22
Safety Statements 35-48A-45-36/37-16
RIDADR UN 3380 4.1/PG 1
WGK Germany 3
RTECS MV3325000
8
HazardClass 4.1
PackingGroup II
HS Code 29280000
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
2,4-Dinitrophenylhydrazine Usage And Synthesis
Description2,4-Dinitrophenylhydrazine (abbreviated 2,4-DNP for short) is the chemical compound C6H3 (NO2) 2NHNH2, and it is often used to qualitatively test for carbonyl groups associated with aldehydes and ketones. The hydrazone derivatives can also be used as evidence toward the identity of the original compound. It is relatively sensitive to shock and friction; it is a shock explosive, so care must be taken with its use. To reduce its explosive hazard, it is usually supplied wet.
2,4-Dinitrophenylhydrazine is a compound with a benzene ring, two Nitro groups, and a hydrazine (two nitrogen atoms bonded directly to each other) functional group. It is used as a Brady's reagent to test the existing of a ketone or aldehyde.
Chemical Propertieswhite to light yellow crystal powde
Uses2,4-Dinitrophenylhydrazine has been used as a reagent to detect the presence of aldehydes and ketones in protein carbonyls. It may be used as a colorimetric reagent in the quantitative estimation of prednisone.
Uses2,4-Dinitrophenylhydrazine is known was Brady's reagent, a substituted hydrazine that is often used for qualitative testing of carbonyl groups associated with aldehydes and ketones.
DefinitionChEBI: 2,4-dinitrophenylhydrazine is a C-nitro compound that is phenylhydrazine substituted at the 2- and 4-positions by nitro groups. It has a role as a reagent. It is a member of phenylhydrazines and a C-nitro compound.
General Description2,4-Dinitrophenylhydrazine (DNPH), a hydrazine derivative, is a potential mutagenic agent. Its molecular and crystal structure has been analyzed. The intra- and intermolecular hydrogen bonds in DNPH have been investigated by vibrational spectroscopic analysis. The mechanism of isothermal degradation of DNPH has been studied by differential scanning calorimetry (DSC).
Hazard2,4-Dinitrophenylhydrazine [119-26-6] is a flammable solid, which must be kept moist and is harmful if swallowed, inhaled, or absorbed through the skin. Concentrated sulfuric acid [7664-93-9] is poisonous and corrosive. Its mist can cause severe burns to all body tissue. It may be fatal if swallowed or by skin contact. It is harmful if inhaled and may cause cancer. Ethanol [64-17-5] is flammable and should be kept from ignition sources. Eye and face protection, protective clothing, and gloves must be worn.
Purification MethodsCrystallise DNPH from butan-1-ol, dioxane, EtOH, *C6H6 or EtOAc. The hydrochloride has m 186o (dec). [Beilstein 15 IV 380.]
References1. SOME LIMITATIONS OF 2,4-DINITROPHENYLHYDRAZINE AS A REAGENT FOR CARBONYL GROUPS. DOI:10.1021/JO01226A003
2. Linstromberg, W. W.; Baumgarten, H. E. Organic Experiments, 6th ed.; Houghton Mifflin: Boston, 2002; p 175. Shriner, R. L.; Hermann, C. K. F.; Morrill, T. C.; Curtin, D. Y.; Fuson, R. C. The Systematic Identification of Organic Compounds, 8th ed.; Wiley; Hoboken, NJ, 2004; pp 278–279.
3. An Improved Preparation of 2,4-Dinitrophenylhydrazine Reagent. DOI:10.1021/ED082P1310.2
Tag:2,4-Dinitrophenylhydrazine(119-26-6) Related Product Information
CYCLOHEXANONE 2,4-DINITROPHENYLHYDRAZONE BENZALDEHYDE 2,4-DINITROPHENYLHYDRAZONE 2,4-Dinitrophenylhydrazine P-TOLUALDEHYDE 2,4-DINITROPHENYLHYDRAZONE 2,2-diphenyl-1-picrylhydrazyl ACETONE 2,4-DINITROPHENYLHYDRAZONE 1,1-DIPHENYL-2-PICRYLHYDRAZINE CROTONALDEHYDE (DNPH DERIVATIVE) DNP-L-THREONINE N-BUTYRALDEHYDE 2,4-DINITROPHENYLHYDRAZONE FORMALDEHYDE 2,4-DINITROPHENYLHYDRAZONE DNP-PLGMWSR DNP-L-ISOLEUCINE PROPIONALDEHYDE 2,4-DINITROPHENYLHYDRAZONE 2,4-DINITROPHENYLHYDRAZINE PHOSPHORIC ACID DNP-L-PROLINE DNP-L-LEUCINE N-VALERALDEHYDE 2,4-DINITROPHENYLHYDRAZONE