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Aldehydes, Ketones and Carboxylic Acids Test - 2

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Aldehydes, Ketones and Carboxylic Acids Test - 2
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  • Question 1
    4 / -1

    Only One Option Correct Type

    Direction (Q, Nos. 1-9) This section contains 9 multiple choice questions. Each question has four choices (a), (b), (c) and (d), out of which ONLY ONE is correct.

    Q. 

    Which of the following will give a racemic mixture on reduction with NaBH4 followed by acid work-up?

    Solution

    NaBH4 brings about reduction of carbonyls by hydrid e transfer mechanism at planar sp2 carbon. Hence, if a chiral carbon is generated, racemic mixture is always produced.

  • Question 2
    4 / -1

    What would be the major product in the following reaction?

    Solution

    LiAIH4 reduces both carbonyls and carboxylic groups but does not reduce olefinic bond.

  • Question 3
    4 / -1

    Which of the following on reaction with excess of NaHSO3 in aqueous solution will give mixture of salts which can be separated into two fractions by fractional crystallisation?

    Solution

    In the above reaction, four stereoisomers, two pairs of enantiomers are formed. Each member of a pair of enantiomer is diastereomer of each member of other pair of enantiomer. Hence, fractional crystallisation would give two fractions, each containing racemic mixture.

  • Question 4
    4 / -1

    Which is the most suitable reagent for the following transformation?

    Solution

    Clemmensen reduction is suitable for reductio n of carbonyls containing additional acidic functional group.

  • Question 5
    4 / -1

    Which is the most suitable reagent for the following transformation?

     

    Solution

    Wolff-Kishner reduction is suitable for reduction of carbonyls containing olefinic bonds. If Clemmensen reduction is done, HCI also attacks olefinic bonds.

  • Question 6
    4 / -1

    The reagent which can best bring about the following transformation is

    Solution

    With aluminium isopropoxide (MPV reduction), carbonyls are selectively reduced to alcohols leaving other groups intact.

  • Question 7
    4 / -1

    The most probable product of the following reaction is

    Solution


    If possible, intramolecular reaction is preferred over intermolecular reaction.

  • Question 8
    4 / -1

    Consider the following reaction,

    Q. 

    The most likely organic product X is

    Solution

  • Question 9
    4 / -1

    Consider the following reaction,

    Q. 

    The most likely organic product X is

    Solution

  • Question 10
    4 / -1

     

    Functional group in saturated carboxylic acid is:

     

    Solution

     

     

    Carboxylic acid: R- COOH
    functional group is: -COOH

    Hence, the correct option is A

     

     

  • Question 11
    4 / -1

     

    Methyl cyanide on hydrolysis gives :

     

    Solution

     

     

    Methyl cynide on hydrolysis gives Acetic Acid.

    Hence option A is correct.

     

     

  • Question 12
    4 / -1

     

     

     

  • Question 13
    4 / -1

     

    Which of the following is not a monovalent group?

     

    Solution

     

     

    Valency is the number of chemical bonds formed by the functional group. Aldehyde, carboxylic acid and hydroxy groups form one chemical bond, whereas ketone can form two chemical bonds. Therefore, ketonic group is not monovalent.

    R − CO − R is ketone functional group, which is bivalent.

     

     

  • Question 14
    4 / -1

    Comprehension Type

    Direction (Q. Nos. 14-16) This section contains a paragraph, describing theory, experiments, data, etc. Three questions related to the paragraph have been given. Each question has only one correct answer among the four given options (a), (b), (c) and (d).

    Passage

    An organic compound A (C7H16O) shows both enantiomerism and diastereomerism. Treatment of a pure enantiomer of A with Na2CrO4 /Dil. H2SO4 gives B (C7H14O) - Also A on dehydration with concentrated H2SO4 gives a single alkene C (C7H14). Ozonolysis of C followed by work-up with Zn-H2O gives D (C5H10O) as one of the product which gives racemic mixture on reduction with NaBH4.

    Q. 

    The structure of A satisfying the above criteria is

    Solution

    Since, A is completely saturated, it must contain more than one chiral carbon atoms in order to show both enantiomerism and diastereomerism. Also, C on ozonolysis gives D (C5H10O) as one product, other product must be CH3SHO. Hence, C must be 

  • Question 15
    4 / -1

    An organic compound A (C7H16O) shows both enantiomerism and diastereomerism. Treatment of a pure enantiomer of A with Na2CrO4 /Dil. H2SO4 gives B (C7H14O) - Also A on dehydration with concentrated H2SO4 gives a single alkene C (C7H14). Ozonolysis of C followed by work-up with Zn-H2O gives D (C5H10O) as one of the product which gives racemic mixture on reduction with NaBH4.

    Q. 

    If B is reduced with LiAIH4 followed by acid hydrolysis will give

    Solution

    Since, A is completely saturated, it must contain more than one chiral carbon atoms in order to show both enantiomerism and diastereomerism. Also, C on ozonolysis gives D (C5H10O) as one product, other product must be CH3SHO. Hence, C must be 
    B is enantiomeric. If a pure enantiomer of B is reduced with LiAIH4, pair of diastereomers would be formed.

  • Question 16
    4 / -1

    An organic compound A (C7H16O) shows both enantiomerism and diastereomerism. Treatment of a pure enantiomer of A with Na2CrO4 /Dil. H2SO4 gives B (C7H14O) - Also A on dehydration with concentrated H2SO4 gives a single alkene C (C7H14). Ozonolysis of C followed by work-up with Zn-H2O gives D (C5H10O) as one of the product which gives racemic mixture on reduction with NaBH4.

    Q. 

    The correct statement regarding the compound D is

    Solution

    Since, A is completely saturated, it must contain more than one chiral carbon atoms in order to show both enantiomerism and diastereomerism. Also, C on ozonolysis gives D (C5H10O) as one product, other product must be CH3SHO. Hence, C must be 

  • Question 17
    4 / -1

     

    Isobutyraldehyde on oxidation gives:

     

    Solution

     

     

    The aldehydes gets oxidised to carboxylic acid.

     

     

  • Question 18
    4 / -1

     

    An aldehyde on oxidation gives

     

    Solution

     

     

    Alcohols on oxidation give aldehydes while aldehydes on further oxidation give carboxylic acids.

     

     

  • Question 19
    4 / -1

     

    Which of the following compounds does not have a carboxyl group?

  • Question 20
    4 / -1

     

    When acetonitrile is hydrolysed the product formed is ________.

     

    Solution

     

     

    Acetonitrile is  CH3​CN.

     

     

  • Question 21
    4 / -1

     

    The functional group present in carboxylic acids is ?

     

    Solution

     

     

    Carboxylic acids are represented by -COOH- functional group. It ionizes to give carboxylate ions and hydrogen ions. This group present in a compound makes it an acid and if present with other groups in the compound it is always present at position no.1 and carbon is included in the carbon chain atoms.

     

     

  • Question 22
    4 / -1

     

    What is the common name of propanone?

    Solution

     

     

    The IUPAC name of CH3​COCH3​ is propanone and the common name is acetone.

     

     

  • Question 23
    4 / -1

    Matching List Type

    Direction (Q. Nos. 23 and 24) Choices for the correct combination o f elements from Column I and Column II are given as options (a), (b), (c) and (d), out of which one is correct.

    Q.

    Match the reactants from Column I with the reagents and expected outcomes from Column II. Mark the correct option form the codes given below.

    Solution

    (i) It has a carbonyl carbon that turns chiral on reduction with hydrides. Hence, with LiAIH4 or aluminium isopropoxide, gives racemic mixture. Also, it has no other functional groups, either Clemmensen reduction or Wolff-Kishner reduction can be used.
    (ii) It has an olefinic double bond, Clemmensen reduction would not be suitable for selective reduction of carbonyl group.
    (iii) LiAlH4 also reduces primary halide but aluminium isopropoxide does not. Wolff-Kishner reduction would not be suitable because HO- reacts with halide group (EN2 or E2).
    (iv) Same reasons as with (i).

  • Question 24
    4 / -1

    Match the reactions from Column I with the properties of products from Column II. Mark the correct option form the codes given below.

    Solution





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