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761141

Sigma-Aldrich

4-Methylpyridine-3-boronic acid MIDA ester

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About This Item

Empirical Formula (Hill Notation):
C11H13BN2O4
Molecular Weight:
248.04
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

form

solid

mp

242-246 °C

SMILES string

CC1=CC=NC=C1B2OC(CN(C)CC(O2)=O)=O

InChI

1S/C11H13BN2O4/c1-8-3-4-13-5-9(8)12-17-10(15)6-14(2)7-11(16)18-12/h3-5H,6-7H2,1-2H3

InChI key

GBBNAGRLIVKTEN-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.


mida-boronates

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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