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महाराष्ट्र राज्य शिक्षण मंडळएचएससी विज्ञान (सामान्य) इयत्ता १२ वी

Enlist the Properties of Glucose that Can Not Be Explained on the Basis of Open Chain Structure of It - Chemistry

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प्रश्न

Enlist the properties of glucose that can not be explained on the basis of open chain structure of it

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उत्तर

Although the open chain structure of D (+) − Glucose explains most of its reactions, it fails to explain the following facts:

a) D (+)-Glucose does not undergo certain characteristic reactions of aldehydes

eg., Glucose does not form NaHSO3 addition product, aldehyde-ammonia adduct 2, 4 − DNP derivative and does not respond to Schiff’s reagent test.

b) Glucose reacts with NH2OH to form an oxime but glucose pentaacetate does not react
with NH2OH, which implies that the free aldehyde group is absent in glucose pentaacetate

c) D(+)-Glucose exists in two stereoisomeric crystalline forms, i.e. α-glucose and
β-glucose, called anomers. α-D(+)-Glucose is obtained when a concentrated aqueous or
alcoholic solution is crystallised at 303 K. It has a melting point of 419 K and has a
specific rotation of +111° in a freshly prepared aqueous solution.

However, when glucose is crystallised from water above 371 K, β-D(+)-glucose is
obtained. It has a melting point of 423 K and has a specific rotation of +19.2° in a
freshly prepared aqueous solution. This behaviour could not be explained by the open
chain structure of glucose.

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2012-2013 (October)

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संबंधित प्रश्‍न

How many moles of acetic anhydride will be required to form glucose pentaacetate from 2M of glucose?

(a) 2

(b) 5

(c) 10

(d) 2.5


Enumerate the reactions of D-glucose which cannot be explained by its open chain structure.


What happens when glucose is treated with hydroxylamine?


Write the product when D-glucose reacts with conc. HNO3.


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.


Answer the following question.
What is the basic structural difference between glucose and fructose?


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

Br2 water


The following compound can be called as:


The spatial arrangement of the given molecule is denoted by:


What is the most abundant organic compound on earth?


Glucose does not react with ____________.


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.


Which is the least stable form of glucose?


A solution of D-glucose in water rotates the plane polarised light ____________.


The two forms of D-glucopyranose obtained from the solution of D-glucose are called ____________.


The letter D and L in carbohydrates represent ____________.


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)

How will you distinguish 1° and 2° hydroxyl groups present in glucose? Explain with reactions.


Account for the following:

What happens when D – glucose is treated with the following reagents

Bromine water


Account for the following:

What happens when D – glucose is treated with the following reagents

HNO3


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:


Glucose with excess of phenyl hydrazine forms ______.


The number of asymmetric carbon atoms in the glucose molecule in open and cyclic form is ______.


The reagents with which glucose does not react to give the corresponding tests/products are:

  1. Tollen’s reagent
  2. Schiff’s reagent
  3. HCN
  4. NH2OH
  5. NaHSO3

Choose the correct options from the given below:


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