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Key Documents

D199303

Sigma-Aldrich

2,4-Dinitrophenylhydrazine

reagent grade, 97%

Synonym(s):

(2,4-dinitrophenyl)-hydrazine, DNPH

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About This Item

Linear Formula:
(O2N)2C6H3NHNH2
CAS Number:
Molecular Weight:
198.14
Beilstein:
615586
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

grade

reagent grade

Quality Level

Assay

97%

contains

33% water (minimum)

mp

197-200 °C (lit.)

SMILES string

NNc1ccc(cc1[N+]([O-])=O)[N+]([O-])=O

InChI

1S/C6H6N4O4/c7-8-5-2-1-4(9(11)12)3-6(5)10(13)14/h1-3,8H,7H2

InChI key

HORQAOAYAYGIBM-UHFFFAOYSA-N

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General description

2,4-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).

Application

2,4-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.

Packaging

500G contains total wet product weight of ~485G. Variance is due to addition of water to meet DOT requirements.

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Desen. Expl. 1

Supplementary Hazards

Storage Class Code

4.1A - Other explosive hazardous materials

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Kinetic analysis of isothermal decomposition of 2, 4-dinitrophenylhydrazine using differential scanning calorimetry.
Musuc AM, et al.
Thermochimica Acta, 448(2), 130-135 (2006)
2,4-dinitrophenylhydrazine: a sensitive quantitative reagent for determining microgram quantities of prednisone.
A L Woodson
Journal of pharmaceutical sciences, 60(10), 1538-1542 (1971-10-01)
J. Chem. Soc. Pak., 14, 73-73 (1992)
Journal of the American Oil Chemists' Society, 70, 881-881 (1993)
Clare L Hawkins et al.
Free radical biology & medicine, 46(8), 965-988 (2009-05-15)
Proteins are major targets for oxidative damage due to their abundance and rapid rates of reaction with a wide range of radicals and excited state species, such as singlet oxygen. Exposure of proteins to these oxidants results in loss of

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