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Write the reaction involved when D-glucose is treated with the following reagent: (CH3CO)2O

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Questions

Write the reaction involved when D-glucose is treated with the following reagent:

(CH3CO)2O

Write the reaction when D-glucose reacts with the following:

Acetic anhydride

Chemical Equations/Structures
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Solution

\[\begin{array}{cc}
\phantom{.}\ce{CHO}\phantom{........................................}\ce{CHO}\phantom{...................}\\
|\phantom{...............................................}|\phantom{......................}\\
\phantom{.....................}\ce{(CHOH)4 + \underset{Acetic anhydride}{5(CH3CO)2O}->(CHOCOCH3)4 + 5CH3COOH}\\
|\phantom{...............................................}|\phantom{......................}\\
\phantom{...}\ce{\underset{\text{D-glucose}}{CH2OH}}\phantom{...................................}\ce{CH2O-C-CH3}\phantom{....}\\
\phantom{..................................................}||\\
\phantom{..................................................}\ce{\underset{\text{Glucose penta acetate}}{O}}
\end{array}\]

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2018-2019 (March) 56/1/3

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Consider the following reactions:

(i) \[\ce{Glucose + R-OH ->[Conc. HNO3] [A] ->[X eq of][(CH3CO)2O] Acetyl derivative}\]

(ii) \[\ce{Glucose ->[Ni/H2] [A] ->[Y eq of][(CH3CO)2O] Acetyl derivative}\]

(iii) \[\ce{Glucose ->[Z eq of][(CH3CO)2O] Acetyl derivative}\]

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  List I   List II
(A) Glucose + HI (I) Gluconic acid
(B) Glucose + Br2 water (II) Glucose pentacetate
(C) Glucose + acetic anhydride (III) Saccharic acid
(D) Glucose + HNO3 (IV) Hexane

Choose the correct answer from the options given below:


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