In the realm of organic chemistry, understanding the properties and applications of key compounds is essential for innovation and efficient synthesis. 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranose (CAS 3947-62-4), often abbreviated as tetraacetylglucose, is a compound of significant interest due to its versatile reactivity and broad utility. As a leading supplier of fine chemicals, we aim to provide our customers, whether they are research scientists or procurement specialists, with detailed insights into the materials they procure.

Chemical Profile of Tetraacetylglucose

The structure of 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranose is derived from beta-D-glucose, where the hydroxyl groups at positions 2, 3, 4, and 6 have been esterified with acetyl groups. This modification profoundly impacts its chemical behavior:

• Appearance: Typically presented as a white to off-white powder, indicating its solid form at room temperature.
• Molecular Formula: C14H20O10. This formula reflects the glucose backbone and the four acetyl substituents.
• Molecular Weight: Approximately 348.3 g/mol. This precise weight is critical for stoichiometric calculations in synthesis.
• Melting Point: Generally reported in the range of 118-128 °C. This indicates its stability and provides a reference for its purity.
• Boiling Point: 425 °C at 760 mmHg. This high boiling point suggests relatively low volatility under standard conditions.
• Density: Around 1.33 g/cm³. This physical property is important for handling and formulation.
• Flash Point: 148.5 °C. This indicates the temperature at which vapors can ignite, crucial for safety assessments during handling and storage.
• Purity: Available at high purities, often 99%, which is vital for its use as a pharmaceutical intermediate and in sensitive organic reactions.

Key Uses and Applications

The acetylation of glucose renders it an excellent substrate for various synthetic transformations. Its primary applications include:

• Carbohydrate Chemistry: As a protected form of glucose, it is indispensable for selective reactions. It allows chemists to manipulate specific positions of the glucose molecule without affecting the acetylated hydroxyls. This is a cornerstone of protecting group strategies in complex carbohydrate synthesis.
• Glycosylation Reactions: Tetraacetylglucose is frequently employed as a glycosyl donor in the formation of glycosidic bonds. These bonds are fundamental in the structure of numerous biologically active compounds, including glycoproteins, nucleosides, and natural products.
• Pharmaceutical Intermediate: Its role as an intermediate in the synthesis of pharmaceuticals is significant. It can be a precursor to active pharmaceutical ingredients (APIs) or critical components of drug molecules. For those looking to buy, its consistent availability from reliable manufacturers is key.
• Organic Synthesis: Beyond pharmaceuticals, it serves as a versatile building block in broader organic synthesis, enabling the creation of novel molecules with tailored properties for research and development purposes.

When considering the purchase of 2,3,4,6-Tetra-O-acetyl-beta-D-glucopyranose, understanding these chemical properties and uses ensures that you select the right material for your specific needs. As a dedicated manufacturer and supplier, we provide high-quality tetraacetylglucose to support your scientific and industrial endeavors. Please contact us for a quotation and to learn more about how our products can benefit your operations.