2-cyano-2-phenylbutanamide

• ChemBase ID: 165124
• Molecular Formular: C11H12N2O
• Molecular Mass: 188.22578
• Monoisotopic Mass: 188.09496301
• SMILES: CCC(c1ccccc1)(C(=O)N)C#N
• Canonical SMILES: CCC(c1ccccc1)(C(=O)N)C#N
• InChI: InChI=1S/C11H12N2O/c1-2-11(8-12,10(13)14)9-6-4-3-5-7-9/h3-7H,2H2,1H3,(H2,13,14)
• InChIKey: QKSRTQXCXWMMLG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-cyano-2-phenylbutanamide
• IUPAC Traditional name: 2-cyano-2-phenylbutanamide
• Synonyms: 2-Cyano-2-phenyl-butyric Acid Amide; primidone impurity D; rac 2-Cyano-2-phenylbutanamide

Database IDs

• CAS Number: 80544-75-8
• PubChem SID: 162259257
• PubChem CID: 257232

CALCULATED PROPERTIES

• Acid pKa: 10.355514
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.5972676
• LogD (pH = 7.4): 1.5976909
• Log P: 1.5972621
• Molar Refractivity: 53.5608 cm^3
• Polarizability: 20.579119 Å^3
• Polar Surface Area: 66.88 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Acetonitrile; Chloroform; Dichloromethane; Ether; Ethyl Acetate; Methanol,
• Apperance: White Solid
• Melting Point: 112-113°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C982106

An impurity arising in the synthesis of primidone. Impurity D.