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771287

Sigma-Aldrich

4-Biphenylboronic acid MIDA ester

95% (HPLC)

Synonym(s):

2-([1,1′-Biphenyl]-4-yl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione

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About This Item

Empirical Formula (Hill Notation):
C17H16BNO4
CAS Number:
1262967-24-7
Molecular Weight:
309.12
MDL number:
MFCD25976531
UNSPSC Code:
12352103
PubChem Substance ID:
329767485
NACRES:
NA.22

assay

95% (HPLC)

form

solid

mp

182-192 °C

SMILES string

O=C(CN(C)C1)OB(C2=CC=C(C3=CC=CC=C3)C=C2)OC1=O

InChI

1S/C17H16BNO4/c1-19-11-16(20)22-18(23-17(21)12-19)15-9-7-14(8-10-15)13-5-3-2-4-6-13/h2-10H,11-12H2,1H3

InChI key

UDYWFICXSOXCLZ-UHFFFAOYSA-N

Application

Protected boronic acid with methylimindodiacetic acid (MIDA) that does not react under standard Suzuki-Miyuara coupling conditions, allowing for selective and iterative cross-coupling sequences. The MIDA boronate also provides prolonged shelf life and stability to typically unstable boronic acid derivatives.


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Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKBP3620V

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