1,3-dimethyl-1H-1,3-benzodiazol-3-ium iodide

• ChemBase ID: 90582
• Molecular Formular: C9H11IN2
• Molecular Mass: 274.10151
• Monoisotopic Mass: 273.99669636
• SMILES: [n+]1(cn(c2c1cccc2)C)C.[I-]
• Canonical SMILES: C[n+]1cn(c2c1cccc2)C.[I-]
• InChI: InChI=1S/C9H11N2.HI/c1-10-7-11(2)9-6-4-3-5-8(9)10;/h3-7H,1-2H3;1H/q+1;/p-1
• InChIKey: RQGURHMTNSNBQX-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-dimethyl-1H-1,3-benzodiazol-3-ium iodide
• IUPAC Traditional name: 1,3-dimethyl-1,3-benzodiazol-1-ium iodide
• Synonyms: 1,3-Dimethyl-1H-benzimidazolium iodide; 1,3-Dimethyl-1H-benzimidazol-3-ium iodide

Database IDs

• CAS Number: 7181-87-5
• MDL Number: MFCD00491277
• PubChem SID: 162077378
• PubChem CID: 11821793

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): -2.4215975
• LogD (pH = 7.4): -2.4215975
• Log P: -2.4215975
• Molar Refractivity: 45.0579 cm^3
• Polarizability: 18.497423 Å^3
• Polar Surface Area: 8.81 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 134-142°C; 137-142 °C

Safety Information

• Storage Warning: Irritant
• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Empirical Formula (Hill Notation): C9H11IN2

DETAILS

Sigma Aldrich - 708593

Packaging
1 g in glass bottle
250 mg in glass bottle
Application
Catalyst for:
• Domino ring-opening redox amidation Knoevenagel condensation1
• Intramolecular stereoselective protonation2
• Grignard allylic substitution3
• Acylation of alcohols4
• Umpolung reactions5