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Merck
CN

698067

Sigma-Aldrich

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
UNSPSC Code:
12352103
PubChem Substance ID:
329761978

Key Documents

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Assay

95%

form

solid

mp

>300 °C

SMILES string

OC(C1=CC=C(B2OC(CN(C)CC(O2)=O)=O)C=C1)=O

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

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

Preparation Note

may contain up to 5% DMSO.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBR4739V
MKBN2330V

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