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Thermo Scientific Chemicals
3-Chlorobenzeneboronic acid, 97%
CAS: 63503-60-6 | C6H6BClO2 | 156.37 g/mol
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Catalog number B24444.06
also known as B24444-06
Price (EUR)
66,70
Each
Quantity:
5 g
Price (EUR)
66,70
Each
Chemical Identifiers
CAS63503-60-6
IUPAC Name(3-chlorophenyl)boronic acid
Molecular FormulaC6H6BClO2
InChI KeySDEAGACSNFSZCU-UHFFFAOYSA-N
SMILESOB(O)C1=CC(Cl)=CC=C1
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Specifications
Specification Sheet
Specification SheetFormCrystals or powder or crystalline powder
Assay (Aqueous acid-base Titration)≥96.0% (non-U.S. specification)
Assay (HPLC)≥96.0%
CommentSpecification differs for U.S. and non-U.S. material where indicated
Melting Point (clear melt)175-187°C (non-U.S. specification)
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It is employed as a reactant involved in 1,4-conjugate addition reactions with ethenesulfonamides to form arylethanesulfonamides, Suzuki-Miyaura reactions with dibromotrifluoromethylbenzene, cross-coupling reactions with diazoesters3 or potassium cyanate. It is involved in the synthesis of biarylketones and phthalides and synthesis of inhibitors including PDE4 inhibitors6 among others.
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
It is employed as a reactant involved in 1,4-conjugate addition reactions with ethenesulfonamides to form arylethanesulfonamides, Suzuki-Miyaura reactions with dibromotrifluoromethylbenzene, cross-coupling reactions with diazoesters3 or potassium cyanate. It is involved in the synthesis of biarylketones and phthalides and synthesis of inhibitors including PDE4 inhibitors6 among others.
Solubility
Slightly soluble in water. soluble in ether, tetrahydrofuran,, dimethyl sulfoxide, dimethyl formamide, methanol.
Notes
Store at room temperature. Incompatible with oxidizing agents.
It is employed as a reactant involved in 1,4-conjugate addition reactions with ethenesulfonamides to form arylethanesulfonamides, Suzuki-Miyaura reactions with dibromotrifluoromethylbenzene, cross-coupling reactions with diazoesters3 or potassium cyanate. It is involved in the synthesis of biarylketones and phthalides and synthesis of inhibitors including PDE4 inhibitors6 among others.
Solubility
Slightly soluble in water. soluble in ether, tetrahydrofuran,, dimethyl sulfoxide, dimethyl formamide, methanol.
Notes
Store at room temperature. Incompatible with oxidizing agents.
RUO – Research Use Only
General References:
- Robert E. London.; Scott A. Gabel. Fluorine-19 NMR Studies of Fluorobenzeneboronic Acids. 2. Kinetic Characterization of the Interaction with Subtilisin Carlsberg and Model Ligands.J. Am. Chem. Soc. 1994, 116 (6),2570-2575 .
- Edward J. Farrington.; Christopher F. J. Barnard.; Elizabeth Rowsell. ;John M. Brown. Ruthenium Complex-Catalysed Heck Reactions of Areneboronic Acids; Mechanism, Synthesis and Halide Tolerance.Advanced Synthesis & Catalysis. 2005, 347 (1),185-195 .