Thermo Scientific Chemicals

Pinacolborane, 97%, Thermo Scientific Chemicals

Catalog number: L17558.06
5 g, Each
Thermo Scientific Chemicals

Pinacolborane, 97%, Thermo Scientific Chemicals

Catalog number: L17558.06
5 g, Each
Quantity
Catalog number: L17558.06
also known as L17558-06
Price (EUR)
Quantity
-

Chemical Identifiers

CAS
25015-63-8
IUPAC Name
4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Molecular Formula
C6H13BO2
InChI Key
UCFSYHMCKWNKAH-UHFFFAOYSA-N
SMILES
CC1(C)OBOC1(C)C
Refractive Index
1.3940-1.4000 @ 20?C
Appearance (Color)
Clear colorless
Form
Liquid
Assay from Supplier's CofA
≥96.0%

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.
RUO – Research Use Only

Figures

Documents & Downloads

Certificates

    Frequently asked questions (FAQs)

    Citations & References

    Search citations by name, author, journal title or abstract text

    Safety and Handling


    Classification of the substance or mixture
    CLP classification - Regulation(EC) No 1272/2008
    Flammable liquids
    Category 2
    Substances/mixtures which, in contact with water, emit flammable gases
    Category 1
    Skin Corrosion/Irritation
    Category 2
    Reproductive Toxicity
    Category 1B
    Label Elements
    Signal Word

    Danger

    Hazard Statements

    H315 - Causes skin irritation

    H360FD - May damage fertility. May damage the unborn child

    Physical Hazards

    H225 - Highly flammable liquid and vapor

    Physical hazards

    H260 - In contact with water releases flammable gases which may ignite spontaneously

    Precautionary Statements

    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 and store contents 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 or shower

    P308 + P313 - IF exposed or concerned: Get medical advice/attention

    Additional EU labelling

    Restricted to professional users