Ethynylboronic Acid MIDA Ester (>90%)

• CAT Number: C000658
• CAS Number: 1104637-53-7
• Molecular Formula: C₇H₈BNO₄
• Molecular Weight: 180.95
• Purity: 90%
• Synonyms: Acetyleneboronic Acid MIDA Ester; Acetynylboronic Acid MIDA Ester; Ethyneboronic Acid MIDA Ester; (T-4)-[N-[(Carboxy-κO)methyl]-N-methylglycinato(2-)-κN,κO]ethynylboron
• Solubility: DMSO (Slightly), Methanol (Slightly)
• Appearance: Pale Yellow to Yellow Solid
• Storage: -20°C, Inert atmosphere
• IUPAC Name: 2-ethynyl-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione
• InChI: InChI=1S/C7H8BNO4/c1-3-8-12-6(10)4-9(2)5-7(11)13-8/h1H,4-5H2,2H3
• InChIKey: NHVZIRZCTRJEFP-UHFFFAOYSA-N
• SMILES: B1(OC(=O)CN(CC(=O)O1)C)C#C

Ethynylboronic Acid MIDA Ester (>90%) (Cat No.:C000658) is a chemical compound used in organic synthesis, particularly in the field of cross-coupling reactions. The MIDA (N-methyliminodiacetic acid) ester protects the boronic acid functionality, preventing unwanted reactions. The ethynyl group provides a terminal alkyne for coupling reactions. Ethynylboronic Acid MIDA Ester can participate in Sonogashira, Suzuki-Miyaura, and other coupling reactions to form carbon-carbon bonds.

Reference

Wang, H., et al.: J. Am. Chem. Soc., 134, 19592 (2012);