4-Hydroxybenzeneboronic acid, 97%, Thermo Scientific Chemicals

CAS: 71597-85-8 | C6H7BO3 | 137.93 g/mol

Catalog Number	Quantity
ALFL15594.03	1 g

Catalog number ALFL15594.03

Quantity:

1 g

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Chemical Identifiers

CAS70-47-3

IUPAC Name2-amino-3-carbamoylpropanoic acid

Molecular FormulaC4H8N2O3

InChI KeyDCXYFEDJOCDNAF-UHFFFAOYNA-N

SMILESNC(CC(N)=O)C(O)=O

Specifications

Specification Sheet

Assay (unspecified)≥98.5%

Optical Rotation+33? to +36? (c=2 in 10% HCl)

Appearance (Color)White crystalline

Loss on Drying≤1.0%

Thin Layer ChromatographyHomogeneous

4-Hydroxybenzeneboronic acid is used for Suzuki-Miyaura coupling and Stille coupling and potential for introducing different alkyl groups, palladium-catalyzed aminocarbonylation and cross-coupling reactions, bio-supported palladium nanoparticles as phosphine-free catalyst for Suzuki reaction in water and Cu2O-catalyzed aerobic oxidative cross-coupling of tetrazoles. It is also used in preparation of rod-like dendronized polymers.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
4-Hydroxybenzeneboronic acid is used for Suzuki-Miyaura coupling and Stille coupling and potential for introducing different alkyl groups, palladium-catalyzed aminocarbonylation and cross-coupling reactions, bio-supported palladium nanoparticles as phosphine-free catalyst for Suzuki reaction in water and Cu2O-catalyzed aerobic oxidative cross-coupling of tetrazoles. It is also used in preparation of rod-like dendronized polymers.

Solubility
Soluble in water

Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Incompatible with oxidizing agents.

RUO – Research Use Only

General References:

Mayura Talwelkar.; V.R. Pedireddi. -B(OH)2 versus -OH in supramolecular synthesis: molecular complexes of 4-hydroxyphenylboronic acid with aza-donor compounds. Tetrahedron Letters. 2010, 51 (52), 6901-6905.
Shunpei Ishikawa.; Kei Manabe. Repetitive Two-step Method for Oligoarene Synthesis through Rapid Cross-coupling of Hydroxyphenylboronic Acids and Anhydrides. Chemistry Letters. 2006, 35 (2), 164-165.