N-benzyl-2-bromo-N-phenylpropanamide

• ChemBase ID: 141756
• Molecular Formular: C16H16BrNO
• Molecular Mass: 318.20834
• Monoisotopic Mass: 317.04152614
• SMILES: CC(C(=O)N(Cc1ccccc1)c1ccccc1)Br
• Canonical SMILES: CC(C(=O)N(c1ccccc1)Cc1ccccc1)Br
• InChI: InChI=1S/C16H16BrNO/c1-13(17)16(19)18(15-10-6-3-7-11-15)12-14-8-4-2-5-9-14/h2-11,13H,12H2,1H3
• InChIKey: SVPMVGLFGUEUOK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-benzyl-2-bromo-N-phenylpropanamide
• IUPAC Traditional name: N-benzyl-2-bromo-N-phenylpropanamide
• Synonyms: 2-Bromo-N-phenyl-N-(phenylmethyl)propanamide; N-Benzyl-2-bromo-propionanilide; N-Benzyl-2-bromo-N-phenylpropionamide; 2-溴-N-苯基-N-(苯基甲基)丙酰胺; N-苄基-2-溴-丙酰苯胺; N-苄基-2-溴-N-苯基丙酰胺

Database IDs

• CAS Number: 93010-41-4
• MDL Number: MFCD12406811
• PubChem SID: 162235990
• PubChem CID: 58048752

CALCULATED PROPERTIES

• Acid pKa: 19.578571
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.091099
• LogD (pH = 7.4): 4.091099
• Log P: 4.091099
• Molar Refractivity: 80.8801 cm^3
• Polarizability: 31.07656 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 75-80 °C

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C16H16BrNO

DETAILS

Sigma Aldrich - 704938

Application
Used in Ni-pybox catalyzed asymmetric Negishi couplings.1
Packaging
5 g in glass bottle