4-nitro-1H-imidazole

• ChemBase ID: 68713
• Molecular Formular: C3H3N3O2
• Molecular Mass: 113.07482
• Monoisotopic Mass: 113.02252635
• SMILES: c1nc(c[nH]1)[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)c1c[nH]cn1
• InChI: InChI=1S/C3H3N3O2/c7-6(8)3-1-4-2-5-3/h1-2H,(H,4,5)
• InChIKey: VYDWQPKRHOGLPA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-nitro-1H-imidazole; 5-nitro-1H-imidazole
• IUPAC Traditional name: 4-nitroimidazole; 1H-imidazole, 5-nitro-
• Synonyms: 4-Nitroimidazole; 4-Nitro-1H-imidazole; 4-Nitroimidazole; 1H-5-Nitroimidazole; 4(5)-Nitroimidazole; 4-Nitro-1H-imidazole; 4-Nitroimidazole; 5-Nitro-1H-imidazole; 5-Nitroimidazole; NSC 50359; 4-硝基咪唑

Database IDs

• CAS Number: 3034-38-6
• EC Number: 221-224-7
• MDL Number: MFCD00005196
• Beilstein Number: 2815
• PubChem SID: 162034443; 24848505
• PubChem CID: 18208

CALCULATED PROPERTIES

• Acid pKa: 10.752409
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.3892149
• LogD (pH = 7.4): 0.3890306
• Log P: 0.38921753
• Molar Refractivity: 25.6468 cm^3
• Polarizability: 9.197668 Å^3
• Polar Surface Area: 71.82 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 303 °C (dec.)(lit.); 303(dec.)°C; ca 303°C dec.
• Flash Point: >200°C; >200°C(392°F); 200 °C; 392 °F

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Harmful/Irritant/Store under Argon; IRRITANT
• RTECS: NI7892000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38; 22-68; R:22-36/37/38
• Safety Statements: 26-36/37; 36/37; S:25-26-36/37/39
• TSCA Listed: false; 是
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335; H341-H302
• GHS Precautionary statements: P261-P280-P305 + P351 + P338; P281-P264-P301+P312-P308+P313-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥95% (TLC); 95+%; 97%; 98%; TECH
• Grade: technical
• Empirical Formula (Hill Notation): C3H3N3O2

DETAILS

MP Biomedicals - 02151753

Crystalline
NOT FOR EXPORT

Sigma Aldrich - 141615

Packaging
25 g in poly bottle
5 g in glass bottle

Toronto Research Chemicals - N496220

Metronidazole (M338880) derivative, an antibacterial in the treatment of rosacea and inflammatory bowel disease.

REFERENCES

• Khan, K. et al.; Am. J. Gastroenterol. 106, 661 (2011)
• For a study of temperature effects on regioselective alkylation, see: J. Chem. Soc., Perkin 1, 2399 (1994).