bis(2,4-dinitrophenyl) oxalate

• ChemBase ID: 126164
• Molecular Formular: C14H6N4O12
• Molecular Mass: 422.21704
• Monoisotopic Mass: 421.99822165
• SMILES: O=C(Oc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-])C(=O)Oc1ccc([N+](=O)[O-])cc1[N+](=O)[O-]
• Canonical SMILES: O=C(C(=O)Oc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-])Oc1ccc(cc1[N+](=O)[O-])[N+](=O)[O-]
• InChI: InChI=1S/C14H6N4O12/c19-13(29-11-3-1-7(15(21)22)5-9(11)17(25)26)14(20)30-12-4-2-8(16(23)24)6-10(12)18(27)28/h1-6H
• InChIKey: CBZOGAWUNMFXFQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(2,4-dinitrophenyl) oxalate
• IUPAC Traditional name: bis(2,4-dinitrophenyl) oxalate
• Synonyms: Oxalic acid bis(2,4-dinitrophenyl) ester; Bis(2,4-dinitrophenyl) oxalate; DNPO; 2,4-Dinitrophenyl oxalate; Bis(2,4-dinitrophenyl) oxalate; 2,4-二硝基苯基草酸酯; 草酸双(2,4-二硝基苯基)酯; 双(2,4-二硝基苯基)草酸酯

Database IDs

• CAS Number: 16536-30-4
• MDL Number: MFCD00010712
• Beilstein Number: 2318321
• PubChem SID: 24886866; 24859504; 162220505
• PubChem CID: 3080704
• Chemspider ID: 2338445
• Wikipedia Title: Bis(2,4-dinitrophenyl)_oxalate

CALCULATED PROPERTIES

• LogD (pH = 7.4): 3.5705569
• Log P: 3.5705569
• Molar Refractivity: 92.8308 cm^3
• Polarizability: 33.29257 Å^3
• Polar Surface Area: 235.88 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true
• Acid pKa: 19.077425
• H Acceptors: 10
• H Donor: 0
• LogD (pH = 5.5): 3.5705569

PROPERTIES

Physical Property

• Apperance: white crystalline powder
• Melting Point: 189-190 °C(lit.); 192-196 °C
• Boiling Point: 605.1 °C
• Flash Point: 265.9 °C
• Density: 1.759 g/cm3
• Fluorescence: λem 430 nm

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥97.0% (TLC); 98%
• Grade: for chemiluminescence
• Linear Formula: [-CO2C6H3(NO2)2]2

DETAILS

Sigma Aldrich - 325376

Packaging
1 g in glass bottle
250 mg in glass bottle

Sigma Aldrich - 75705

Analysis Note
Chemiluminescence: Emission: 430 nm (reaction of bis(2,4,6-trichlorophenyl)oxalate with 9,10-diphenylanthracene and H2O2)
Other Notes
Reagent used for the generation of peroxy-oxalate chemiluminescence with H2O2. For the determination of fluorescent compounds in HPLC1,2,3,4