Basic information
- CAS
119-26-6- Standard SMILES
NNc1ccc([N+](=O)[O-])cc1[N+](=O)[O-]- InChIKey
HORQAOAYAYGIBM-UHFFFAOYSA-N- Molecular formula
- C6H6N4O4
- Average molar mass
- 198.14 g/mol
- Monoisotopic mass
- 198.03890467
Overview
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.
Names & identifiers
- Preferred name
- (2,4-Dinitrophenyl)hydrazine
- IUPAC
- (2,4-dinitrophenyl)hydrazine
- English name
- 2,4-Dinitrophenylhydrazine
- Molecular formula
- C6H6N4O4
- Molecular weight
- 198.14
Names & synonyms
2,4-Dinitrophenylhydrazine119-26-6(2,4-Dinitrophenyl)hydrazine2,4-DnphHydrazine, (2,4-dinitrophenyl)-1-Hydrazino-2,4-dinitrobenzene1N39KD7QPJNSC-5709DTXSID2059485CHEBI:66932RefChem:443841DTXCID5033462
Show more names
DNP(2,4-dinitrophenyl)-hydrazinDINITROPHENYL HYDRAZINE2,4-dinitrophenyl-hydrazin2,4-Dinitrophenylhydrazine, 97%, moist with 30-35% water2,4-Dinitrophenylhydrazine, reagent grade, with 30 - 35% of H2O
204-309-3DNPHBrady's reagent2,4-DinitrofenylhydrazinNSC 57092,4-DNP hydrazineCCRIS 31402,4-Dinitrofenylhydrazin [Czech]
Database identifiers
- CAS
119-26-6- PubChem CID
- 3772977
- DTXSID
DTXSID2059485- ChEMBL
CHEMBL352799- ChEBI
CHEBI:66932
Properties
Computed structural properties
- XLogP
- 1.5
- Topological polar surface area
- 130 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 1
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 235
Experimental & physicochemical properties
Chemical ClassesOther Uses -> Explosives
SpringerMaterials PropertiesChemical shift
Vapor Pressure0.0000125 [mmHg]
Physical DescriptionBlue-red flourescent crystals; [Sax] Red powder; [MSDSonline]
Physicochemical properties
- Melting point
- 197 · 197-200 °C (lit.)
- Boiling point
- 335.43 °C · 335.43°C (rough estimate)
- Density
- 0.843 g/mL · 0.843 g/mL at 20 °C
- refractive index
- 20 · n20/D 1.374
- Flash point
- 14 °C · 14 °C
- storage temp.
- 2 · 2-8°C
- solubility
- 50 % · 50% sulfuric acid: 10 mg/mL, clear, colorless
- pka
- 12.1 · 12.1(at 25℃)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H228 (93.4%): Flammable solid [Danger Flammable solids]
P210, P240, P241, P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P330, P337+P317, P370+P378, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 61 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Hydrazine, (2,4-dinitrophenyl)-
2,4-Dinitropenylhydrazine: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryEmits nitrogen oxides when heated to decomposition; Toxic by ingestion; An eye irritant; [Sax] Highly flammable; Explosive when dry; [MSDSonline]
Hazard Classes and CategoriesFlam. Sol. 1 (93.4%)
Safety data
- F
- 8
- PPE
- Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- MV3325000
- ridadr
- UN 3380 4.1/PG 1
- hs_code
- 29280000
- risk_code
- 1-11-22-40-2001/11/22
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS07
Chemistry & industry
Uses & manufacturing
UsesA dangerous explosive; [Sax] Used as a reagent for aldehydes and ketones; [Merck Index, 3283]
General Manufacturing InformationHydrazine, (2,4-dinitrophenyl)-: ACTIVE
Applications
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.
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.
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).
Upstream & downstream products
Upstream raw materials
Related reactions
16 records
Compound notes
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