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2,4-Dinitrophenylhydrazine

CAS No.
119-26-6
Chemical Name:
2,4-Dinitrophenylhydrazine
Synonyms
DNPH;2,4-DINITROPHENYLHYDRAZINE;2,4-DNPH;(2,4-dinitrophenyl)-hydrazin;DINITROPHENYL HYDRAZINE;2,4-Dinitrofenylhydrazin;2,4-dinitrophenyl-hydrazin;2,4-Dinitrophenylhydrazine, 97%, moist with 30-35% water;2,4-Dinitrophenylhydrazine, reagent grade, with 30 - 35% of H2O;DNP
CBNumber:
CB4852908
Molecular Formula:
C6H6N4O4
Molecular Weight:
198.14
MDL Number:
MFCD00007578
MOL File:
119-26-6.mol
MSDS File:
SDS
Last updated:2023-07-27 17:37:55

2,4-Dinitrophenylhydrazine 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
Flash point 14 °C
storage temp. 2-8°C
solubility 50% sulfuric acid: 10 mg/mL, clear, colorless
pka 12.1(at 25℃)
form crystals
color Red
PH Range Yellow (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 Application Fuel cells, detecting microorganisms, antibacterial agent, treatment of acuteand chronic hepatitis, gynecopathy, cardiovascular diseases, cerebrovascular diseases
InChIKey HORQAOAYAYGIBM-UHFFFAOYSA-N
CAS DataBase Reference 119-26-6(CAS DataBase Reference)
FDA UNII 1N39KD7QPJ
NIST Chemistry Reference Hydrazine, (2,4-dinitrophenyl)-(119-26-6)
EPA Substance Registry System 2,4-Dinitrophenylhydrazine (119-26-6)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07
Signal word  Danger
Hazard statements  H206-H302
Precautionary statements  P210-P212-P230-P233-P280-P370+P380+P375-P501
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
NFPA 704
2
2 3

2,4-Dinitrophenylhydrazine Chemical Properties,Uses,Production

Description

2,4-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 Properties

white to light yellow crystal powde

Uses

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.

Uses

2,4-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.

Definition

ChEBI: 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 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).

Hazard

2,4-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 Methods

Crystallise DNPH from butan-1-ol, dioxane, EtOH, *C6H6 or EtOAc. The hydrochloride has m 186o (dec). [Beilstein 15 IV 380.]

References

1. 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

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