754242
Tetrahydroxydiboron
95%
Synonym(s):
BBA, Bis-Boric acid, Diboronic acid
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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
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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.
Rapid and Selective in situ Reduction of Pyridine-N-oxides with Tetrahydroxydiboron.
Londregan A T
Synlett, 24(20), 2695-2700 (2013)
Palladium-catalyzed, direct boronic acid synthesis from aryl chlorides: a simplified route to diverse boronate ester derivatives.
Molander G A, et al.
Journal of the American Chemical Society, 132(50), 17701-17703 (2010)
Palladium pincer complex catalyzed substitution of vinyl cyclopropanes, vinyl aziridines, and allyl acetates with tetrahydroxydiboron. An efficient route to functionalized allylboronic acids and potassium trifluoro (allyl) borates.
Sebelius S et al.
Journal of the American Chemical Society, 127(30), 10478-10479 (2005)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 754242-1KG | 04061826735862 |
| 754242-100G | 04061833552186 |
| 754242-5G | 04061832907918 |
| 754242-250MG | 04061833339862 |
| 754242-25G | 04061833552193 |