N-benzyl-2-bromo-N-phenylbutanamide

• ChemBase ID: 142639
• Molecular Formular: C17H18BrNO
• Molecular Mass: 332.23492
• Monoisotopic Mass: 331.0571762
• SMILES: CCC(C(=O)N(Cc1ccccc1)c1ccccc1)Br
• Canonical SMILES: CCC(C(=O)N(c1ccccc1)Cc1ccccc1)Br
• InChI: InChI=1S/C17H18BrNO/c1-2-16(18)17(20)19(15-11-7-4-8-12-15)13-14-9-5-3-6-10-14/h3-12,16H,2,13H2,1H3
• InChIKey: DVAAHBQCAZCHOP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-benzyl-2-bromo-N-phenylbutanamide
• IUPAC Traditional name: N-benzyl-2-bromo-N-phenylbutanamide
• Synonyms: N-Benzyl-2-bromo-N-phenylbutanamide; N-苄基-2-溴-N-苯基丁酰胺

Database IDs

• CAS Number: 851073-30-8
• MDL Number: MFCD11656095
• PubChem SID: 162236865
• PubChem CID: 11198346

CALCULATED PROPERTIES

• Acid pKa: 19.178328
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.613621
• LogD (pH = 7.4): 4.613621
• Log P: 4.613621
• Molar Refractivity: 85.4041 cm^3
• Polarizability: 32.909966 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 44-50 °C
• Flash Point: >110 °C; >230 °F

Safety Information

• European Hazard Symbols: Nature polluting (N)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 50/53
• Safety Statements: 60-61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H410
• GHS Precautionary statements: P273-P501
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C17H18BrNO

DETAILS

Sigma Aldrich - 704911

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