754242

Tetrahydroxydiboron

95%

• Synonym(s): BBA, Bis-Boric acid, Diboronic acid
• Empirical Formula (Hill Notation): B₂H₄O₄
• CAS Number: 13675-18-8
• Molecular Weight: 89.65
• MDL number: MFCD05663888
• UNSPSC Code: 12352103
• PubChem Substance ID: 329766409
• NACRES: NA.22

Properties

• Quality Level: 200
• 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

Description

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.[1][2]

Other reactions employing BBA as a reagent:

• Palladium-catalyzed boronation of vinyl cyclopropane, vinyl aziridine, and allyl acetate substrates.[3]
• To facilitate catalytic transfer hydrogenations of simple alkenes and alkynes.[4]
• Selective reducing agent for in situ N-oxide reduction of pyridine-N-oxides.[5]
• As a substitute to bis(pinacolato) diboron for Miyaura borylation.[6]

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302 + H332,H315,H319,H335
• Precautionary Statements: P261 - P264 - P301 + P312 - P302 + P352 - P304 + P340 + P312 - P305 + P351 + P338
• 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 Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable