Glucose reacts with acetic anhydride to forma)monoacetateb)tetra-aceta...
Formation of Penta-Acetate from Glucose and Acetic Anhydride
Glucose is a monosaccharide, which is a simple sugar. Acetic anhydride is a colorless liquid that is used as a solvent and reagent in organic chemistry. When glucose reacts with acetic anhydride, it forms a penta-acetate. The reaction is shown below:
Glucose + 5 Acetic Anhydride → Penta-Acetate + 5 Acetic Acid
The penta-acetate is a crystalline solid that is soluble in organic solvents. It is used in the synthesis of various organic compounds.
Mechanism of Reaction
The reaction between glucose and acetic anhydride proceeds via a nucleophilic substitution mechanism. The steps involved in the mechanism are as follows:
Step 1: Formation of Acetyl Glucose
In the first step, acetic anhydride reacts with glucose to form an acetyl glucose intermediate. This reaction is catalyzed by acid.
Glucose + Acetic Anhydride + Acid → Acetyl Glucose + Acetic Acid
Step 2: Formation of Di-Acetyl Glucose
In the second step, another molecule of acetic anhydride reacts with the acetyl glucose intermediate to form a di-acetyl glucose intermediate.
Acetyl Glucose + Acetic Anhydride → Di-Acetyl Glucose + Acetic Acid
Step 3: Formation of Tri-Acetyl Glucose
In the third step, another molecule of acetic anhydride reacts with the di-acetyl glucose intermediate to form a tri-acetyl glucose intermediate.
Di-Acetyl Glucose + Acetic Anhydride → Tri-Acetyl Glucose + Acetic Acid
Step 4: Formation of Tetra-Acetyl Glucose
In the fourth step, another molecule of acetic anhydride reacts with the tri-acetyl glucose intermediate to form a tetra-acetyl glucose intermediate.
Tri-Acetyl Glucose + Acetic Anhydride → Tetra-Acetyl Glucose + Acetic Acid
Step 5: Formation of Penta-Acetyl Glucose
In the final step, another molecule of acetic anhydride reacts with the tetra-acetyl glucose intermediate to form a penta-acetyl glucose intermediate.
Tetra-Acetyl Glucose + Acetic Anhydride → Penta-Acetyl Glucose + Acetic Acid
Thus, the reaction between glucose and acetic anhydride proceeds through a series of steps to form a penta-acetate.