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प्रश्न
How will you distinguish 1° and 2° hydroxyl groups present in glucose? Explain with reactions.
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उत्तर
On oxidation with nitric acid, glucose as well as gluconic acid both yield a dicarboxylic acid, saccharic acid. This indicates the presence of a primary alcoholic (–OH) group in glucose.
\[\begin{array}{cc}
\phantom{.......}\ce{CHO}\phantom{..............}\ce{COOH}\phantom{............}\ce{COOH}\phantom{....}\\
\phantom{......}|\phantom{...................}|\phantom{..................}|\phantom{........}\\
\phantom{.....}\ce{(CHOH)4 ->[Oxidation] (CHOH)4 <-[Oxidation] (CHOH)4}\\
\phantom{......}|\phantom{...................}|\phantom{..................}|\phantom{........}\\
\phantom{......}\ce{CH2OH}\phantom{............}\ce{\underset{acid}{\underset{Saccharic}{COOH}}\phantom{............}\ce{\underset{acid}{\underset{Gluconic}{CH2OH}}}\phantom{..}}\\
\end{array}\]
Acetylation of glucose with acetic anhydride gives glucose pentaacetate which confirms the presence of five –OH groups. Since it exists as a stable compound, five –OH groups should be attached to different carbon atoms.
\[\begin{array}{cc}
\phantom{...}\ce{CHO}\phantom{..................}\ce{CHO}\phantom{......}\ce{O}\phantom{..........}\\
\phantom{........}|\phantom{.......................}|\phantom{..........}||\phantom{...............}\\
\phantom{}\ce{(CHOH)4 ->[Acetic anhydride] (CH - O - C - CH3)4}\\
\phantom{.}|\phantom{.......................}|\phantom{...................}\\
\phantom{.....}\ce{CH2OH}\phantom{................}\ce{CH2 - O - C - CH3}
\phantom{.....}\\
\end{array}\]
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संबंधित प्रश्न
What happens when glucose is treated with hydroxylamine?
Glucose on reaction with HI gives n-hexane. What does it suggest about the structure of glucose?
Fill in the blanks by choosing the appropriate word/words from those given in the brackets:
(iodoform, acetaldehyde, positive, greater, acidic, acetone, disaccharide, negative, increases, glucose, decreases, chloroform, polysaccharide, lactose, lesser, basic, cationic hydrolysis, anionic hydrolysis)
Sucrose is a _________ and yields upon hydrolysis, a mixture of ________ and fructose.
What do you observe when glucose is treated with bromine water?
Write the reactions involved when D-glucose is treated with the following reagent:
H2N-OH
Write the reaction involved when D-glucose is treated with the following reagent:
(CH3CO)2O
Which of the following properties of glucose cannot be explained by its open chain structure?
(i) Glucose does not form hydrogen sulphite with NaHSO3.
(ii) On oxidation with HNO3 glucose gives saccharic acid.
(iii) Glucose is found to exist in two different crystalline forms which are named as α and β.
Glucose is found to exist in two different α and β crystalline forms. These forms can be obtained by:
(i) The α form of glucose is obtained by crystallisation from a concentrated solution of glucose at 303 K.
(ii) The β form of glucose is obtained by crystallisation from a concentrated solution of glucose at 303 K.
(iii) The β form is obtained by crystallisation from hot and saturated aqueous solution at 371 K.
(iv) The α form is obtained by crystallisation from hot and saturated aqueous solution at 371 K.
The α-D glucose and β-D glucose differ from each other due to difference in carbon atom with respect to its ____________.
Which one of the following reactions is not explained by the open chain Structure of glucose?
In the following reaction, identify A and B:
\[\begin{array}{cc}
\ce{C6H12O6 ->[Acetic anhydride] A}\\
\downarrow \text{Conc. nitric acid}\phantom{...}\\
\ce{B}\phantom{.................}\end{array}\]
Which of the following pairs represents anomers?
Three structures are given below in which two glucose units are linked. Which of these linkages between glucose units are between C1 and C4 and which linkages are between C1 and C6?
| (I) |  |
| (II) |  |
| (III) |  |
On the basis of which evidences D-glucose was assigned the following structure?
\[\begin{array}{cc}
\ce{CHO}\\
|\phantom{....}\\
\phantom{..}\ce{(CHOH)4}\\
|\phantom{....}\\
\phantom{..}\ce{CH2OH}
\end{array}\]
What happens when D-glucose is treated with the following reagent?
HI
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) \[\ce{Glucose ->[Z eq of][(CH3CO)2O] Acetyl derivative}\]
'X, 'Y' and 'Z' in these reactions are respectively:
Match List - I with List - II.
| 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:
When D-glucose reacts with HI, it forms ______.
Give a reason for the following observations:
Penta-acetate of glucose does not react with hydroxylamine.
