1H-imidazole-2-carbaldehyde

• ChemBase ID: 34813
• Molecular Formular: C4H4N2O
• Molecular Mass: 96.08736
• Monoisotopic Mass: 96.03236276
• SMILES: n1c([nH]cc1)C=O
• Canonical SMILES: O=Cc1ncc[nH]1
• InChI: InChI=1S/C4H4N2O/c7-3-4-5-1-2-6-4/h1-3H,(H,5,6)
• InChIKey: XYHKNCXZYYTLRG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-imidazole-2-carbaldehyde
• IUPAC Traditional name: 1H-imidazole-2-carbaldehyde
• Synonyms: 1H-Imidazole-2-carbaldehyde; 2-Imidazolecarboxaldehyde; 2-Formylimidazole; Imidazole-2-carboxaldehyde; Imidazole-2-carboxaldehyde; 2-Formyl-1H-imidazole; 1H-Imidazole-2-carboxaldehyde; 咪唑-2-甲醛

Database IDs

• CAS Number: 10111-08-7
• EC Number: 000-000-0
• MDL Number: MFCD00003544
• Beilstein Number: 4371302
• PubChem SID: 24856448; 24880376; 160998120
• PubChem CID: 24955

CALCULATED PROPERTIES

• Acid pKa: 10.23371
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.202347
• LogD (pH = 7.4): 0.23249379
• Log P: 0.23351581
• Molar Refractivity: 25.0608 cm^3
• Polarizability: 9.084628 Å^3
• Polar Surface Area: 45.75 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 205-209(dec.)°C; 209 °C (dec.)(lit.); ca 205°C dec.
• Boiling Point: 80°C/0.1mm
• Hydrophobicity(logP): -0.065

Safety Information

• Storage Warning: Air Sensitive; IRRITANT; Irritant/Air Sensitive/Store under Argon/Keep Cold
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (NT); 95%; 95+%; 97%
• Grade: purum
• Empirical Formula (Hill Notation): C4H4N2O

DETAILS

Sigma Aldrich - 272000

Application
Used in a study of the imidazole-directed allylation of aldimines.1
Packaging
1, 5 g in glass bottle