Pinacolborane, 97%, Thermo Scientific Chemicals

Description

Pinacolborane is used as a precursor of boronic esters by hydroboration or coupling reactions. It acts as a monofunctional hydroborating agent. It is used in the synthesis of unsymmetrical biaryls through aromatic C-H borylation-cross-coupling sequence. It is involved in the preparation of 4,4,5,5-tetramethyl-2-thiophen-2-yl-[1,3,2]dioxaborolane by reacting with 2-iodo-thiophene. Further, it is used to prepare vinylboronates by palladium-catalyzed coupling with alkenyl triflates and iodides.

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
Pinacolborane is used as a precursor of boronic esters by hydroboration or coupling reactions. It acts as a monofunctional hydroborating agent. It is used in the synthesis of unsymmetrical biaryls through aromatic C-H borylation-cross-coupling sequence. It is involved in the preparation of 4,4,5,5-tetramethyl-2-thiophen-2-yl-[1,3,2]dioxaborolane by reacting with 2-iodo-thiophene. Further, it is used to prepare vinylboronates by palladium-catalyzed coupling with alkenyl triflates and iodides.

Solubility
Miscible with ether, dichloromethane, tetrahydrofuran and organic solvents.

Notes
Air sensitive and moisture sensitive. Store in a cool place. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with strong oxidizing agents, strong acids, water, bases and alcohols.

Specifications

Chemical Identifiers

• CAS: 25015-63-8
• Molecular Formula: C6H13BO2
• Molecular Weight (g/mol): 127.98
• MDL Number: MFCD00674030
• InChI Key: UCFSYHMCKWNKAH-UHFFFAOYSA-N
• Synonym: pinacolborane, 4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 1,3,2-dioxaborolane, 4,4,5,5-tetramethyl, 4,4,5,5-tetramethyl-1,3,2-dioxa-borolane, pinb-te, pubchem12688, acmc-209ggf, pinacolborane 5g, ksc489k6t, ucfsyhmckwnkah-uhfffaoysa-n
• PubChem CID: 6364989
• IUPAC Name: 4,4,5,5-tetramethyl-1,3,2$l^{2}-dioxaborolane
• SMILES: CC1(C)OBOC1(C)C

• Density: 0.882
• Boiling Point: 42°C to 43°C (50 mmHg)
• Flash Point: 5°C (41°F)
• Refractive Index: 1.397
• Quantity: 5 g
• UN Number: UN3399
• Beilstein: 7802871
• Sensitivity: Air sensitive
• Solubility Information: Miscible with ether,dichloromethane,tetrahydrofuran and organic solvents.
• Formula Weight: 127.98
• Percent Purity: 97%
• Chemical Name or Material: Pinacolborane

Safety and Handling

Hazard Category	H225-H261-H315-H319-H335
Hazard Statement	GHS H Statement H225-H261-H319 Highly flammable liquid and vapor. In contact with water releases flammable gas. Causes serious eye irritation.
Precautionary Statement	P210-P223-P231+P232-P233-P235-P240-P241-P242-P243-P261-P264b-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P312-P332+P313-P335+P334-P363-P370+P378q-P501c
DOTInformation	Transport Hazard Class: 4.3; Packing Group: II; Proper Shipping Name: ORGANOMETALLIC SUBSTANCE, LIQUID, WATER-REACTIVE, FLAMMABLE
TSCA	No
Recommended Storage	Keep cold; Store under Argon

SDS

RUO – Research Use Only