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927139

Sigma-Aldrich

DBO

≥95%

Synonym(s):

N,N′-Dibenzyloxamide

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About This Item

Empirical Formula (Hill Notation):
C16H16N2O2
CAS Number:
Molecular Weight:
268.31
MDL number:
UNSPSC Code:
12352101
NACRES:
NA.21

Quality Level

assay

≥95%

form

powder

SMILES string

O=C(C(NCC1=CC=CC=C1)=O)NCC2=CC=CC=C2

InChI

1S/C16H16N2O2/c19-15(17-11-13-7-3-1-4-8-13)16(20)18-12-14-9-5-2-6-10-14/h1-10H,11-12H2,(H,17,19)(H,18,20)

InChI key

AOIKOYRULAZZLJ-UHFFFAOYSA-N

Application

DBO is a ligand for the copper-catalyzed couplings of heteroanilines with (hetero)aryl halides.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Zhixiang Chen et al.
Organic letters, 21(17), 6874-6878 (2019-08-16)
N,N'-Dibenzyloxalamide (DBO) was identified as a powerful ligand for promoting Cu-catalyzed coupling of heteroanilines with (hetero)aryl halides. For (hetero)aryl chlorides, the coupling reaction occurred at 130 °C with 5 mol % CuBr and 10 mol % DBO. For (hetero)aryl bromides/iodides

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