Pinacolborane, 97%

Product Code. 11328506

Brand: Thermo Scientific Alfa Aesar L17558.14

Description

CAS: 25015-63-8 | C6H13BO2 | 127.98 g/mol

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: 25 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

Product Identifier

• Pinacolborane

Signal Word

• Danger

Hazard Category

• Flammable liquid Category 2
• Reproductive toxicity Category 1B
• Skin corrosion/irritation Category 2
• Substance which\, in contact with water\, emits flammable gases Category 1

Hazard Statement

• H225-Highly flammable liquid and vapour.
• H260-In contact with water releases flammable gases which may ignite spontaneously.
• H315-Causes skin irritation.
• H360FD-May damage fertility. May damage the unborn child.

Precautionary Statement

• P201-Obtain special instructions before use.
• P210-Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking.
• P231+P232-Handle under inert gas. Protect from moisture.
• P280-Wear protective gloves/protective clothing/eye protection/face protection.
• P303+P361+P353-IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/ shower.
• P308+P313-IF exposed or concerned: Get medical advice/attention.

Supplemental information

• MIXTURE LIST-Contains : Pinacolborane

SDS

RUO – Research Use Only