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Merck
CN

771309

Sigma-Aldrich

9-Phenanthrenylboronic acid MIDA ester

Synonym(s):

6-Methyl-2-(9-phenanthrenyl)-1,3,6,2-dioxazaborocane-4,8-dione

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About This Item

Empirical Formula (Hill Notation):
C19H16BNO4
Molecular Weight:
333.15
UNSPSC Code:
12352103
PubChem Substance ID:
329767487
NACRES:
NA.22

Key Documents

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form

solid

mp

268-271 °C

SMILES string

O=C(CN(C)C1)OB(C2=C3C(C=CC=C3)=C4C(C=CC=C4)=C2)OC1=O

InChI

1S/C19H16BNO4/c1-21-11-18(22)24-20(25-19(23)12-21)17-10-13-6-2-3-7-14(13)15-8-4-5-9-16(15)17/h2-10H,11-12H2,1H3

InChI key

RBVTWBFBGYNXBV-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

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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