2-iodo-1H-imidazole

• ChemBase ID: 74787
• Molecular Formular: C3H3IN2
• Molecular Mass: 193.97379
• Monoisotopic Mass: 193.93409611
• SMILES: [nH]1ccnc1I
• Canonical SMILES: Ic1ncc[nH]1
• InChI: InChI=1S/C3H3IN2/c4-3-5-1-2-6-3/h1-2H,(H,5,6)
• InChIKey: MHHDMDLNVVCTAJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-iodo-1H-imidazole
• IUPAC Traditional name: 2-iodo-1H-imidazole
• Synonyms: 2-Iodo-1H-imidazole; 2-iodoimidazole; 2-Iodoimidazole; 2-碘咪唑

Database IDs

• CAS Number: 3034-62-6
• MDL Number: MFCD00159701
• PubChem SID: 24883106; 162039705
• PubChem CID: 2773468

CALCULATED PROPERTIES

• Acid pKa: 11.238611
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 0.81840754
• LogD (pH = 7.4): 0.9047928
• Log P: 0.9061004
• Molar Refractivity: 31.2432 cm^3
• Polarizability: 12.693298 Å^3
• Polar Surface Area: 28.68 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 190-191°C

Safety Information

• Storage Warning: Irritant/Keep Cold; Light Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335; H319
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A; P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 96%; 97%; 98%
• Linear Formula: C3H3IN2

DETAILS

Sigma Aldrich - 641081

Packaging
1, 5 g in glass bottle
Application
Reactant involved in:
• Alkylation leading to alkyl derivatives with antibacterial activity1
• Iodination of N-tritylimidazole2
• Photochemical intramolecular aromatic substitutions3
• Synthesis of cyclopentapyrazines using thermolysis4