Thermo Scientific Chemicals

Catecholborane, 97%, Thermo Scientific Chemicals

Catalog number: L14998.14
25 g, Each
Thermo Scientific Chemicals

Catecholborane, 97%, Thermo Scientific Chemicals

Catalog number: L14998.14
25 g, Each
Quantity
Catalog number: L14998.14
also known as L14998-14
Price (USD)
Price: 361.00
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Quantity
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Chemical Identifiers

CAS
274-07-7
IUPAC Name
2H-1,3,2-benzodioxaborole
Molecular Formula
C6H5BO2
InChI Key
CENMEJUYOOMFFZ-UHFFFAOYSA-N
SMILES
B1OC2=CC=CC=C2O1
Appearance (Color)
Colorless
Assay (GC)
≥96.0%
Form
Crystals or powder or crystalline powder or clear to turbid liquid as melt

Description

Catecholborane is used to prepare B-alkylcatecholboranes. It finds application for the preparation of amides and macrocyclic lactams from carboxylic acids. It is used as a stereoselective reducing agent to convert beta-hydroxy ketones to syn 1,3-diols. Further, it reacts with alkyne through hydroboration to form trans vinyl borane, which is a precursor to Suzuki reaction.

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
Catecholborane is used to prepare B-alkylcatecholboranes. It finds application for the preparation of amides and macrocyclic lactams from carboxylic acids. It is used as a stereoselective reducing agent to convert beta-hydroxy ketones to syn 1,3-diols. Further, it reacts with alkyne through hydroboration to form trans vinyl borane, which is a precursor to Suzuki reaction.

Solubility
Miscible with diethyl ether, tetrahydrofuran, dichloromethane, chloroform, carbon tetrachloride, toluene, and benzene.

Notes
Moisture sensitive. Store in a cool place.
RUO – Research Use Only

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