1-(cyanomethyl)-3-methyl-1H-imidazol-3-ium chloride

• ChemBase ID: 156445
• Molecular Formular: C6H8ClN3
• Molecular Mass: 157.60082
• Monoisotopic Mass: 157.04067495
• SMILES: C[n+]1ccn(c1)CC#N.[Cl-]
• Canonical SMILES: N#CCn1cc[n+](c1)C.[Cl-]
• InChI: InChI=1S/C6H8N3.ClH/c1-8-4-5-9(6-8)3-2-7;/h4-6H,3H2,1H3;1H/q+1;/p-1
• InChIKey: WBDDQUDDZPKVRV-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(cyanomethyl)-3-methyl-1H-imidazol-3-ium chloride
• IUPAC Traditional name: 3-(cyanomethyl)-1-methylimidazol-1-ium chloride
• Synonyms: 1-Methyl-3-(cyanomethyl)imidazolium chloride; 1-(Cyanomethyl)-3-methylimidazolium chloride; 1-甲基-3-(氰甲基)氯化咪唑; 1-(氰甲基)-3-甲基氯化咪唑

Database IDs

• CAS Number: 154312-63-7
• MDL Number: MFCD00980794
• PubChem SID: 162250583
• PubChem CID: 2849431

CALCULATED PROPERTIES

• Acid pKa: 11.891276
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -3.9339445
• LogD (pH = 7.4): -3.9339583
• Log P: -3.9339442
• Molar Refractivity: 33.9166 cm^3
• Polarizability: 12.687489 Å^3
• Polar Surface Area: 32.6 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 37/38-41
• Safety Statements: 26-39
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H318-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.5% (HPLC/T)
• Impurities: ≤0.5% water
• Empirical Formula (Hill Notation): C6H8ClN3

DETAILS

Sigma Aldrich - 04909

General description
Nitrile-functionalized ionic liquid showing superior characteristics in Suzuki and Stille coupling reactions1.