2,4-dinitrophenol

• ChemBase ID: 4099
• Molecular Formular: C6H4N2O5
• Molecular Mass: 184.10636
• Monoisotopic Mass: 184.01202124
• SMILES: Oc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)c1ccc(c(c1)[N+](=O)[O-])O
• InChI: InChI=1S/C6H4N2O5/c9-6-2-1-4(7(10)11)3-5(6)8(12)13/h1-3,9H
• InChIKey: UFBJCMHMOXMLKC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,4-dinitrophenol
• IUPAC Traditional name: α-dinitrophenol
• Synonyms: α-Dinitrophenol; 1-Hydroxy-2,4-Dinitrobenzene; Aldifen; Solfo Black B; Tertrosulphur PBR; Solfo Black; 2,4-Dinitrophenol; 2,4-DNP; DNP; α-Dinitrophenol; 2,4-Dinitrophenol; α-二硝基酚; 2,4-二硝基酚

Database IDs

• CAS Number: 51-28-5
• EC Number: 200-087-7
• MDL Number: MFCD00007115
• Beilstein Number: 1246142
• PubChem SID: 160967532; 24866396; 24861147; 24893583; 46507895
• PubChem CID: 1493
• CHEBI ID: 42017
• CHEMBL: 273386
• Chemspider ID: 1448
• DrugBank ID: DB04528
• KEGG ID: C02496
• Unique Ingredient Identifier: Q13SKS21MN
• Wikipedia Title: 2,4-Dinitrophenol

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.0351653
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.19698994
• LogD (pH = 7.4): -0.3691952
• Log P: 1.5496489
• Molar Refractivity: 42.6883 cm^3
• Polarizability: 14.937538 Å^3
• Polar Surface Area: 111.87 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.89
• LOG S: -2.69
• Solubility (Water): 3.76e-01 g/l

PROPERTIES

Physical Property

• Melting Point: 108°C; 108-112 °C; 108-112 °C(lit.); 112 °C; 114-115 °C
• Boiling Point: 113°C; sublimes
• Density: 1.68 at 24 °C (water = 1); 1.683 g/cm3
• Vapor Pressure: 2 x 10-5 mm Hg at 25 °C (calc).
• Vapor Density: 6.35 (vs air); 6.36 (air = 1)
• pKa: 4.114

Safety Information

• Storage Condition: Room Temperature (15-30°C), Protect from light
• RTECS: SL2800000
• European Hazard Symbols: Flammable (F); Nature polluting (N); Toxic (T)
• UN Number: 0076, 1320; 1320
• German water hazard class: 3
• Hazard Class: 4.1; 6.1
• Packing Group: 1; I
• Risk Statements: 1-23/24/25-33-50; 23/24/25-33-50; R:10-25; R10 R23 R24 R25 R33
• Safety Statements: 28.1-37-45-61; 28-35-37-45-61; 28-37-45-61; S:16-28-29-36/37/39-45; S1 S2 S28 S37 S45
• EU Classification: FT1
• EU Hazard Identification Number: 4.1A
• Emergency Response Guidebook(ERG) Number: 113
• GHS Pictograms: GHS06; GHS08; GHS09
• GHS Signal Word: Danger
• NFPA704:
  

  3

  3

  3

  3
• GHS Hazard statements: H301-H311-H331-H373-H400
• GHS Precautionary statements: P261-P273-P280-P301 + P310-P311
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 1320 4.1/PG 1
• Supplemental Hazard Statements: Explosive when dry.

Product Information

• Purity: ≥97.0%; ≥97.0% (HPLC); ≥98.0%; 90-95%
• Grade: PESTANAL®, analytical standard; SAJ special grade; technical
• Contains: ~33% water as stabilizer; ≥15% water
• Quality: (with approx. 0,3 ml H2O/g); moistened with water
• Linear Formula: (O2N)2C6H3OH

DETAILS

MP Biomedicals - 02150121

Crystalline
Purity: 90-95%
Contains 15-20% water to comply with shipping (DOT) regulations.

DrugBank - DB04528

• Drug Groups: experimental
• Description: A toxic dye, chemically related to trinitrophenol (picric acid), used in biochemical studies of oxidative processes where it uncouples oxidative phosphorylation. It is also used as a metabolic stimulant. (Stedman, 26th ed)

Sigma Aldrich - D198501

Packaging
1 kg in glass bottle
5, 100 g in glass bottle

Sigma Aldrich - 42170

Packaging
250 g in glass bottle

Sigma Aldrich - 34334

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH