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Merck
CN

926728

Sigma-Aldrich

PMPBO

≥95%, powder

Synonym(s):

N-Benzyl-N-(5-methyl-[1,1′-biphenyl]-2-yl)oxalamide

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About This Item

Empirical Formula (Hill Notation):
C22H20N2O2
CAS Number:
1909333-82-9
Molecular Weight:
344.41
MDL number:
MFCD30491291
UNSPSC Code:
12352101
NACRES:
NA.21

Key Documents

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Product Name

PMPBO, ≥95%

Quality Level

100

Assay

≥95%

form

powder

mp

154-155 °C

storage temp.

−20°C

SMILES string

O=C(C(NCC1=CC=CC=C1)=O)NC2=CC=C(C)C=C2C3=CC=CC=C3

InChI

1S/C22H20N2O2/c1-16-12-13-20(19(14-16)18-10-6-3-7-11-18)24-22(26)21(25)23-15-17-8-4-2-5-9-17/h2-14H,15H2,1H3,(H,23,25)(H,24,26)

InChI key

AWTLXLDETPWZRB-UHFFFAOYSA-N

Application

PMPBO is a ligand for the copper-catalyzed Ullman-Ma cross-coupling reaction.

Other Notes

Copper-Catalyzed Diaryl Ether Formation from (Hetero)aryl Halides at Low Catalytic Loadings

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Yuntong Zhai et al.
The Journal of organic chemistry, 82(9), 4964-4969 (2017-04-22)
Diaryl formation is achieved by coupling phenols and (hetero)aryl halides under the catalysis of CuI/N,N'-bis(2-phenylphenyl) oxalamide (BPPO) or CuI/N-(2-phenylphenyl)-N'-benzyl oxalamide (PPBO) at 90 °C using DMF or MeCN as the solvent. Only 0.2-2 mol % CuI and ligand are required

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