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Merck
CN

704938

N-Benzyl-2-bromo-N-phenylpropionamide

97%

Synonym(s):

2-Bromo-N-phenyl-N-(phenylmethyl)propanamide, N-Benzyl-2-bromo-propionanilide

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About This Item

Empirical Formula (Hill Notation):
C16H16BrNO
CAS Number:
93010-41-4
Molecular Weight:
318.21
MDL number:
MFCD12406811
UNSPSC Code:
12352100
PubChem Substance ID:
329762492
NACRES:
NA.22

Key Documents

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Assay

97%

form

solid

mp

75-80 °C

functional group

amide
bromo
phenyl

SMILES string

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

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

InChI key

SVPMVGLFGUEUOK-UHFFFAOYSA-N

Application

Used in Ni-pybox catalyzed asymmetric Negishi couplings.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
07296TJ

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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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