8-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline(CAS: 190788-62-6)

CAS Number
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Basic Information
Molecular Formula
C15H18BNO2
Molecular Weight
255.13 g/mol
Chemical Identifiers
SMILES
B1(OC(C(O1)(C)C)(C)C)C2=C3C(=CC=C2)C=CC=N3
InChIKey
RNTGVJBKPQOGPS-UHFFFAOYSA-N
Database References
MDL Number
MFCD05663894
FAQ
8-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline is a solid compound with a crystalline form. Its molecular weight is approximately 340.41 g/mol. It has low water solubility but is soluble in organic solvents like dimethylformamide (DMF) and acetonitrile. This compound exhibits limited reactivity under standard conditions, but it can undergo boron-containing reactions under specific conditions.
This compound can be synthesized via a multistep process involving the reaction of quinoline with a boronic acid derivative in the presence of a palladium catalyst and a base. The specific reaction conditions include the use of toluene as a solvent, triphenylphosphine as a ligand, and 2-iodobenzene as the boronic acid. This method provides high selectivity and a good yield.
8-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline finds applications in pharmaceuticals for its role as an intermediate in the synthesis of drugs. It is also used in the development of new materials, particularly in the field of organic electronics and semiconductors due to its unique electronic properties.
Proper handling of 8-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline requires the use of personal protective equipment (PPE), including gloves, goggles, and a lab coat. It should be stored in a well-ventilated area or a fume hood. In case of a spill, it should be immediately cleaned up using appropriate absorbent materials. Always refer to the safety data sheet (SDS) for detailed safety information.
Safety Notice
Please verify product specifications and safety data before use. Contact the supplier for detailed safety information.
Always follow proper handling procedures
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