The Synthesis and Chemical Properties of (2-(Methylthio)phenyl)boronic Acid: A Deep Dive
Understanding the synthesis and chemical properties of key reagents is fundamental to advancing chemical research. (2-(Methylthio)phenyl)boronic acid, identified by CAS 168618-42-6, is a prime example of such a compound, valued for its unique molecular structure and versatile reactivity. NINGBO INNO PHARMCHEM CO.,LTD. provides this essential chemical, enabling detailed study and application.
The synthesis of arylboronic acids typically involves the lithiation or Grignard formation of the corresponding aryl halide, followed by reaction with a trialkyl borate and subsequent hydrolysis. For (2-(Methylthio)phenyl)boronic acid, the starting material would likely be a halo-substituted methylthiobenzene. The regioselective metallation at the position ortho to the methylthio group is a critical step, ensuring the correct placement of the boronic acid functionality. The methylthio group itself (-SCH₃) is an electron-donating substituent, which influences the electron density distribution within the aromatic ring and can affect the lithiation or Grignard formation process.
The chemical properties of (2-(Methylthio)phenyl)boronic acid are largely defined by the boronic acid group (-B(OH)₂) and the methylthio substituent. The boronic acid moiety is known for its Lewis acidity and its ability to participate in transmetalation reactions, a key step in palladium-catalyzed cross-coupling reactions like the Suzuki-Miyaura coupling. The presence of sulfur in the methylthio group can also play a role in its reactivity, potentially coordinating with metal catalysts or influencing the electronic properties of the aromatic ring.
The melting point of 77-83°C and its appearance as a white powder are typical physical characteristics for many arylboronic acids. These properties are important for handling, storage, and formulation. The compound's molecular formula, C₇H₉BO₂S, and molecular weight of 168.02 g/mol provide essential information for stoichiometric calculations in synthesis and analysis.
For chemists seeking to understand or utilize this compound, sourcing from a reliable 2-(Methylthio)phenylboronic acid chemical supplier like NINGBO INNO PHARMCHEM CO.,LTD. is crucial. Access to high-purity material, often with detailed specifications and analytical data, allows for accurate exploration of its synthesis and chemical behavior. The ability to buy 2-(Methylthio)phenylboronic acid online simplifies this process, promoting research and development in organic chemistry.
Perspectives & Insights
Bio Analyst 88
“The boronic acid moiety is known for its Lewis acidity and its ability to participate in transmetalation reactions, a key step in palladium-catalyzed cross-coupling reactions like the Suzuki-Miyaura coupling.”
Nano Seeker Pro
“The presence of sulfur in the methylthio group can also play a role in its reactivity, potentially coordinating with metal catalysts or influencing the electronic properties of the aromatic ring.”
Data Reader 7
“The melting point of 77-83°C and its appearance as a white powder are typical physical characteristics for many arylboronic acids.”