754242
Tetrahydroxydiboron
95%
Synonym(e):
BBA, Bis-Boric acid, Diboronic acid
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Alle Fotos(5)
About This Item
Empirische Formel (Hill-System):
B2H4O4
CAS-Nummer:
Molekulargewicht:
89.65
MDL-Nummer:
UNSPSC-Code:
12352103
PubChem Substanz-ID:
NACRES:
NA.22
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Qualitätsniveau
Assay
95%
Form
solid
mp (Schmelzpunkt)
>385 °C
SMILES String
OB(O)B(O)O
InChI
1S/B2H4O4/c3-1(4)2(5)6/h3-6H
InChIKey
SKOWZLGOFVSKLB-UHFFFAOYSA-N
Verwandte Kategorien
Anwendung
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.
Signalwort
Warning
H-Sätze
Gefahreneinstufungen
Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Zielorgane
Respiratory system
Lagerklassenschlüssel
11 - Combustible Solids
WGK
WGK 3
Flammpunkt (°F)
Not applicable
Flammpunkt (°C)
Not applicable
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Rapid and Selective in situ Reduction of Pyridine-N-oxides with Tetrahydroxydiboron.
Londregan A T
Synlett, 24(20), 2695-2700 (2013)
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)
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)
Nickel-catalyzed borylation of halides and pseudohalides with tetrahydroxydiboron [B2 (OH) 4].
Molander G A, et al.
The Journal of Organic Chemistry, 78(13), 6427-6439 (2013)
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