4-[benzyl(methyl)amino]butanenitrile

• ChemBase ID: 173474
• Molecular Formular: C12H16N2
• Molecular Mass: 188.26884
• Monoisotopic Mass: 188.13134852
• SMILES: c1ccccc1CN(CCCC#N)C
• Canonical SMILES: N#CCCCN(Cc1ccccc1)C
• InChI: InChI=1S/C12H16N2/c1-14(10-6-5-9-13)11-12-7-3-2-4-8-12/h2-4,7-8H,5-6,10-11H2,1H3
• InChIKey: PFJZKEXLJVDQOP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[benzyl(methyl)amino]butanenitrile
• IUPAC Traditional name: 4-[benzyl(methyl)amino]butanenitrile
• Synonyms: 4-[Methyl(phenylmethyl)amino]butanenitrile; N-Methyl-N-(3-cyanopropyl)benzylamine

Database IDs

• CAS Number: 89690-05-1
• PubChem SID: 164229384
• PubChem CID: 21668247

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -0.8576482
• LogD (pH = 7.4): 0.90129566
• Log P: 1.9762487
• Molar Refractivity: 59.119 cm^3
• Polarizability: 22.773632 Å^3
• Polar Surface Area: 27.03 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Colourless Oil

DETAILS

Toronto Research Chemicals - M294575

A key intermediate in the biosynthesis of Nicotine and the tropane alkaloids.

REFERENCES

• Leete, E., and McDonell, J.A.: J. Amer. Chem. Soc., 103, 658 (1981)