Bis(pinacolato)diboron, 98+%, Thermo Scientific Chemicals

Description

Bis(pinacolato)diboron is a reagent used for the cis-vicinal diborylation of acetylenes and olefins with platinum catalysis. It acts as a substrate used in a new palladium-catalyzed cyclization of 1,6-enynes leading to homoallylic alkylboronates. It is used as a condensation agent in the preparation of poly(arylene)s. It plays an essential role in Suzuki reaction and used as matrix metallo-proteinase (MMP-2) inhibitor.

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
Bis(pinacolato)diboron is a reagent used for the cis-vicinal diborylation of acetylenes and olefins with platinum catalysis. It acts as a substrate used in a new palladium-catalyzed cyclization of 1,6-enynes leading to homoallylic alkylboronates. It is used as a condensation agent in the preparation of poly(arylene)s. It plays an essential role in Suzuki reaction and used as matrix metallo-proteinase (MMP-2) inhibitor.

Solubility
Soluble in tetrahydrofuran, dichloromethane, toluene, hexane and heptane. Insoluble in water.

Notes
Incompatible with strong oxidizing agents.

Specifications

Chemical Identifiers

• CAS: 73183-34-3
• Molecular Formula: C12H24B2O4
• Molecular Weight (g/mol): 253.94
• MDL Number: MFCD00799570
• InChI Key: IPWKHHSGDUIRAH-UHFFFAOYSA-N
• Synonym: bis pinacolato diboron, bis pinacolato diborane, 4,4,4',4',5,5,5',5'-octamethyl-2,2'-bi 1,3,2-dioxaborolane, pinacol diborane, diboron pinacol ester, b2pin2, 4,4,4',4',5,5,5',5'-octamethyl-2,2'-bi-1,3,2-dioxaborolane, 4,4,5,5-tetramethyl-2-tetramethyl-1,3,2-dioxaborolan-2-yl-1,3,2-dioxaborolane, bispinacolate diboron, unii-i906w26p4u
• PubChem CID: 2733548
• IUPAC Name: 4,4,5,5-tetramethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,2-dioxaborolane
• SMILES: CC1(C)OB(OC1(C)C)B1OC(C)(C)C(C)(C)O1

• Melting Point: 133°C to 139°C
• Quantity: 25 g
• Beilstein: 7703552
• Solubility Information: Soluble in tetrahydrofuran,dichloromethane,toluene,hexane and heptane. Insoluble in water.
• Formula Weight: 253.94
• Percent Purity: ≥98%
• Chemical Name or Material: Bis(pinacolato)diboron

Safety and Handling

Hazard Category	Warning
Hazard Statement	GHS H Statement H315-H319-H335 Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statement	GHS P Statement P261-P280-P305+P351+P338-P304+P340-P405-P501a Avoid breathing dust/fume/gas/mist/vapors/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.
TSCA	No
Recommended Storage	Keep cold

SDS

RUO – Research Use Only