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  7. Bis(pinacolato)diboron, 98+%

Bis(pinacolato)diboron, 98+%

Catalog No. p-7058447
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Catalog No. Quantity
AAL1608803 1 g
AAL1608806 5 g
AAL1608814 25 g
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Catalog No. AAL1608803

Supplier: Thermo Scientific Chemicals L1608803

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Description

CAS: 73183-34-3 | C12H24B2O4 | 253.94 g/mol

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.

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

Specifications

Melting Point 133°C to 139°C
Quantity 1 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

RUO – Research Use Only