Essay on chemistry

3222 Words Mar 16th, 2014 13 Pages
Synthesis, Recrystallization of β-D-Glucose Pentaacetate from its Original D-Glucose and it comparison with literature though Melting point, TLC, IR, 1H and 13C NMR

The synthesis of the product: β-D-glucose pentaacetate is done though the acetylation using acetic anhydride with D-glucose with the help of sodium acetate. The recrystallization of the product is done though a polar solvent like water. The Result of this experiment has a percentage yield of 61% and analytical methods that are to detect the products are 1H NMR, 13 C NMR, COSY, FTIR (IR), Thin Layer Chromatography (TLC) and Melting point.
There are only several compounds and molecules that are essential to the human body. Such molecule
…show more content…
This pathway is less stable as the catalyst of the reaction: acetic anhydride carbonyl oxygen is basic and be stabilized by the ionization of sodium acetate that allows the attack on the anomeric acetoxy group rather than a rotation of the anomeric carbon. The adding of the acyl group gives one to a more resonance stabilized glucose pentaacetate 3.In the formation of β-d-glucose pentaacetate within this experiment, the goal is to yield as much of the selected theoretical product as much as possible and analyzed though 3 techniques: NMR, FTIR and TLC.
Figure 1. Schematic Diagram of the reaction scheme between the Reactants: D-glucose, sodium acetate and acetic anhydride to the product: β-D-glucose pentaacetate. (1) general anomerization of both d-glucose anomers, (2) mechanism of conversion from α to β-d-glucose. (3) acetylation from –d-glucose toβ-d-glucose pentaacetate
Results and Discussion
Figure 2. 1H and 13C NMR Labeling of β-D-Glucose Pentaacetate.
Table 1. Summary data showing 1H, COSY and 13C NMR data of β-D-glucose Pentaacetate Based on Figure 2
1H NMR (integration, splitting
1H (Experimental Chemical Shift PPM)
1H (Literature Chemical Shift PPM)9
1H (Experimental J-coupling Hz)
1H (Proton Coupling)
13C Experimental Chemical Shift PPM)
13C Literature Chemical Shift PPM)9
13C NMR number
H1 (I = 3, s)

H2 (I = 6, s)


Related Documents