The Chemical Properties and Synthesis of 2-Nitrophenyl Beta-D-Glucopyranoside
For chemists and researchers engaged in organic synthesis and biochemical applications, understanding the detailed properties of key compounds is fundamental. 2-Nitrophenyl Beta-D-Glucopyranoside, identified by its CAS number 2816-24-2, is a molecule of significant interest due to its functional role and chemical structure.
Molecular Structure and Characteristics
At its core, 2-Nitrophenyl Beta-D-Glucopyranoside is a glycoside, specifically a phenyl glycoside. Its chemical name clearly indicates the presence of a 2-nitrophenyl group attached via a beta-glycosidic linkage to a D-glucopyranose ring. The molecular formula is C12H15NO8, yielding a molecular weight of 301.25 g/mol. As observed in typical specifications, this compound presents as a solid at room temperature, with a defined melting point range of 141-142℃. This solid state is advantageous for storage and handling.
Solubility Profile
The solubility of 2-Nitrophenyl Beta-D-Glucopyranoside is a key factor in its application. It is generally described as slightly soluble in polar solvents such as methanol and water. This moderate solubility allows for its use in aqueous or mixed solvent systems commonly employed in biochemical assays and organic reactions. For precise experimental design, consulting the supplier's detailed technical data is always recommended.
Synthesis Considerations
The synthesis of 2-Nitrophenyl Beta-D-Glucopyranoside typically involves the glycosylation of 2-nitrophenol with a protected glucose derivative, followed by deprotection. Common methods might utilize Koenigs-Knorr or Helferich glycosylation reactions, employing suitable activating agents and protecting groups on the glucose moiety. The regioselectivity and stereoselectivity of the glycosidic bond formation are critical for obtaining the desired beta-anomer. While specific synthesis routes can vary, manufacturers aim for efficient processes that yield high purity product at competitive prices. Researchers looking to buy this compound can trust established manufacturers in China to provide well-characterized material for their research and development needs.
Perspectives & Insights
Nano Explorer 01
“For precise experimental design, consulting the supplier's detailed technical data is always recommended.”
Data Catalyst One
“Synthesis Considerations The synthesis of 2-Nitrophenyl Beta-D-Glucopyranoside typically involves the glycosylation of 2-nitrophenol with a protected glucose derivative, followed by deprotection.”
Chem Thinker Labs
“Common methods might utilize Koenigs-Knorr or Helferich glycosylation reactions, employing suitable activating agents and protecting groups on the glucose moiety.”