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Key Documents

704911

Sigma-Aldrich

N-Benzyl-2-bromo-N-phenylbutanamide

97%

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About This Item

Empirical Formula (Hill Notation):
C17H18BrNO
CAS Number:
Molecular Weight:
332.23
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

assay

97%

form

solid

mp

44-50 °C

SMILES string

CCC(Br)C(=O)N(Cc1ccccc1)c2ccccc2

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

InChI key

DVAAHBQCAZCHOP-UHFFFAOYSA-N

Application

Used in Ni-pybox catalyzed asymmetric Negishi couplings.[1]

pictograms

Exclamation markEnvironment

signalword

Warning

hcodes

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

>230.0 °F

flash_point_c

> 110 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Christian Fischer et al.
Journal of the American Chemical Society, 127(13), 4594-4595 (2005-03-31)
A Ni/Pybox catalyst achieves the asymmetric cross-coupling of secondary alpha-bromo amides with organozinc reagents. The process tolerates a variety of functional groups and affords the desired product in good yield and in high enantiomeric excess.

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