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771295

Sigma-Aldrich

4-(Benzyloxy)phenylboronic acid MIDA ester

95%

Synonym(s):

2-[4-(Benzyloxy)phenyl]-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione

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About This Item

Empirical Formula (Hill Notation):
C18H18BNO5
Molecular Weight:
339.15
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Assay

95%

form

solid

mp

188-195 °C

SMILES string

O=C(O1)CN(C)CC(OB1C2=CC=C(OCC3=CC=CC=C3)C=C2)=O

InChI

1S/C18H18BNO5/c1-20-11-17(21)24-19(25-18(22)12-20)15-7-9-16(10-8-15)23-13-14-5-3-2-4-6-14/h2-10H,11-13H2,1H3

InChI key

VYZMIDOUQRUKEI-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

Skull and crossbones

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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