698067

4-Carboxyphenylboronic acid MIDA ester

95%

• Synonym(s): 4-(6-Methyl-4,8-dioxo-1,3,6,2-dioxazaborocan-2-yl)benzoic acid
• Empirical Formula (Hill Notation): C₁₂H₁₂BNO₆
• Molecular Weight: 277.04
• UNSPSC Code: 12352103
• PubChem Substance ID: 329761978

Properties

• 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

Description

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.

Safety Information

• Storage Class: 13 - Non Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)