During acetylation of glucose it needs moles of acetic anhydride. The value of would be:
A. 3
B. 5
C. 4
D. 1
Answer
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Hint: Acetylation is a type of reaction in which a hydrogen atom is substituted by an acetyl ($C{H_3}C = O$) group in a compound. When the hydrogen of hydroxide group is replaced by acetyl group then ester will be formed as a product.
Complete solution:
First let us understand about glucose and its properties.
Glucose is the most common monosaccharide .It is known as Dextrose because it occurs in nature principally as the optically active dextrorotatory isomers.
The six membered structure of glucose is called pyranose structure. When glucose is acylated with acid halide or acetic anhydride gives pentaacetate which confirms the presence of five –OH groups.
You have seen above in the structure of glucose that there are five hydrogens which are attached to oxygen and they can be replaced by an acetyl group.
So there is a need of 5 moles of acetic anhydride needed in acetylation of glucose.
Therefore the correct option: B. 5
Additional Information:
Glucose is white crystalline solid having a melting point of ${146^0}$C. When the glucose molecule is crystallized with cold water, it forms glucose monohydrate of melting point ${86^0}$C. It is extremely soluble in water, only sparingly soluble in ethanol and insoluble in ether. It is an optically active compound.
Note:
Remember acetylation takes place only on the hydrogen which is attached to oxygen. Rate of reaction can vary on different hydroxyl groups. Also remember the acylation and acetylation are two different types of reactions.
Complete solution:
First let us understand about glucose and its properties.
Glucose is the most common monosaccharide .It is known as Dextrose because it occurs in nature principally as the optically active dextrorotatory isomers.
The six membered structure of glucose is called pyranose structure. When glucose is acylated with acid halide or acetic anhydride gives pentaacetate which confirms the presence of five –OH groups.
You have seen above in the structure of glucose that there are five hydrogens which are attached to oxygen and they can be replaced by an acetyl group.
So there is a need of 5 moles of acetic anhydride needed in acetylation of glucose.
Therefore the correct option: B. 5
Additional Information:
Glucose is white crystalline solid having a melting point of ${146^0}$C. When the glucose molecule is crystallized with cold water, it forms glucose monohydrate of melting point ${86^0}$C. It is extremely soluble in water, only sparingly soluble in ethanol and insoluble in ether. It is an optically active compound.
Note:
Remember acetylation takes place only on the hydrogen which is attached to oxygen. Rate of reaction can vary on different hydroxyl groups. Also remember the acylation and acetylation are two different types of reactions.
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