N-benzylbenzamide

• ChemBase ID: 76482
• Molecular Formular: C14H13NO
• Molecular Mass: 211.25912
• Monoisotopic Mass: 211.09971404
• SMILES: N(C(=O)c1ccccc1)Cc1ccccc1
• Canonical SMILES: O=C(c1ccccc1)NCc1ccccc1
• InChI: InChI=1S/C14H13NO/c16-14(13-9-5-2-6-10-13)15-11-12-7-3-1-4-8-12/h1-10H,11H2,(H,15,16)
• InChIKey: LKQUCICFTHBFAL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-benzylbenzamide
• IUPAC Traditional name: N-benzylbenzamide
• Synonyms: N-Benzylbenzamide; N-Benzylbenzamide 98%; N-Benzoylbenzylamine; N-苄基苯甲酰胺

Database IDs

• CAS Number: 1485-70-7
• EC Number: 216-063-4
• MDL Number: MFCD00003070
• Beilstein Number: 2211315
• PubChem SID: 24851990; 162041386
• PubChem CID: 73878

CALCULATED PROPERTIES

• Acid pKa: 15.415104
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.7720351
• LogD (pH = 7.4): 2.7720354
• Log P: 2.7720354
• Molar Refractivity: 64.6457 cm^3
• Polarizability: 24.613049 Å^3
• Polar Surface Area: 29.1 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 104-106 °C(lit.); 104-108°C; 104-108°C

Safety Information

• Storage Warning: Irritant
• German water hazard class: 3
• TSCA Listed: 否

Product Information

• Purity: ≥98%; 99+%
• Linear Formula: C6H5CONHCH2C6H5

DETAILS

Sigma Aldrich - 201014

Packaging
5 g in glass bottle
Application
A convenient precursor to α-substituted benzylamines and an indicator for the titration of butyllithium and other lithium bases. For references see Aldrichimica Acta .1

REFERENCES

• Used in the preparation of ɑ-substituted benzylamines by lithiation at the benzylic position and subsequent alkylation and hydrolysis: Tetrahedron Lett., 3 (1978).