754242
Tetrahydroxydiboron
95%
Synonym(s):
BBA, Bis-Boric acid, Diboronic acid
Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
About This Item
Empirical Formula (Hill Notation):
B2H4O4
CAS Number:
Molecular Weight:
89.65
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Quality Level
assay
95%
form
solid
mp
>385 °C
SMILES string
OB(O)B(O)O
InChI
1S/B2H4O4/c3-1(4)2(5)6/h3-6H
InChI key
SKOWZLGOFVSKLB-UHFFFAOYSA-N
Application
Tetrahydroxydiboron (BBA) is an efficient borylating agent that can be used to borylate a wide variety of aryl and heteroaryl substrates with low Pd- and Ni-catalyst loads.
Other reactions employing BBA as a reagent:
Other reactions employing BBA as a reagent:
- Palladium-catalyzed boronation of vinyl cyclopropane, vinyl aziridine, and allyl acetate substrates.
- To facilitate catalytic transfer hydrogenations of simple alkenes and alkynes.
- Selective reducing agent for in situ N-oxide reduction of pyridine-N-oxides.
- As a substitute to bis(pinacolato) diboron for Miyaura borylation.
signalword
Warning
Hazard Classifications
Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Related Content
The central theme of the Molander group's research is the development of new synthetic methods and their application to the synthesis of organic molecules.
Scope of the Palladium-Catalyzed Aryl Borylation Utilizing Bis-Boronic Acid.
Molander GA, et al.
Journal of the American Chemical Society, 134, 11667-11673 (2012)
Scope of the Two-Step, One-Pot Palladium-Catalyzed Borylation/ Suzuki Cross-Coupling Reaction Utilizing Bis-Boronic Acid.
Molander GA, et al.
The Journal of Organic Chemistry, 77, 8678-8688 (2012)
Development and Scale-up of an Efficient Miyaura Borylation Process Using Tetrahydroxydiboron.
Gurung S R, et al.
Organic Process Research & Development, 21(1), 65-74 (2016)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 754242-1KG | 04061826735862 |
| 754242-100G | 04061833552186 |
| 754242-250MG | 04061833339862 |
| 754242-25G | 04061833552193 |
| 754242-5G | 04061832907918 |