698067
4-Carboxyphenylboronic acid MIDA ester
95%
Synonym(s):
4-(6-Methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)benzoic acid
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About This Item
Empirical Formula (Hill Notation):
C12H12BNO6
Molecular Weight:
277.04
PubChem Substance ID:
UNSPSC Code:
12352103
InChI
1S/C12H12BNO6/c1-14-6-10(15)19-13(20-11(16)7-14)9-4-2-8(3-5-9)12(17)18/h2-5H,6-7H2,1H3,(H,17,18)
InChI key
MIFASCZMOXRZAJ-UHFFFAOYSA-N
SMILES string
OC(C1=CC=C(B2OC(CN(C)CC(O2)=O)=O)C=C1)=O
assay
95%
form
solid
mp
>300 °C
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
MIDA Boronates
Preparation Note
may contain up to 5% DMSO.
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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