1-isocyanato-3,5-dinitrobenzene

• ChemBase ID: 148231
• Molecular Formular: C7H3N3O5
• Molecular Mass: 209.11582
• Monoisotopic Mass: 209.00727021
• SMILES: c1c(cc(cc1[N+](=O)[O-])[N+](=O)[O-])N=C=O
• Canonical SMILES: O=C=Nc1cc(cc(c1)[N+](=O)[O-])[N+](=O)[O-]
• InChI: InChI=1S/C7H3N3O5/c11-4-8-5-1-6(9(12)13)3-7(2-5)10(14)15/h1-3H
• InChIKey: JZPRXQSCMBDGKP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-isocyanato-3,5-dinitrobenzene
• IUPAC Traditional name: 1-isocyanato-3,5-dinitrobenzene
• Synonyms: 3,5-Dinitrophenyl isocyanate; 3,5-二异氰酸硝基苯

Database IDs

• CAS Number: 59776-60-2
• MDL Number: MFCD00210046
• Beilstein Number: 3097358
• PubChem SID: 24866418; 162242407; 24867597
• PubChem CID: 194087

CALCULATED PROPERTIES

• Acid pKa: 18.708002
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 1.7627698
• LogD (pH = 7.4): 1.7627698
• Log P: 1.7627698
• Molar Refractivity: 49.7794 cm^3
• Polarizability: 16.696667 Å^3
• Polar Surface Area: 121.07 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 82-87 °C; 82-87 °C(lit.)

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 36/37/38-42
• Safety Statements: 22-26-36
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H317-H319-H334-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338-P342 + P311
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (HPLC); 95%
• Grade: purum
• Linear Formula: (O2N)2C6H3NCO

DETAILS

Sigma Aldrich - 440450

Packaging
500 mg in glass bottle

Sigma Aldrich - 42220

Other Notes
Derivatizing agent for alcohols and amines to determine the enantiomeric composition by HPLC on chiral columns with UV detection 1,2; Determination of the absolute stereochemistry 3