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Aldehydes, Ketones and Carboxylic Acids Test - 8

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Aldehydes, Ketones and Carboxylic Acids Test - 8
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  • Question 1
    4 / -1

     

    In hexane-2,4-dione, how many different mono-enols are possible?

    Solution

     

     

     

     

  • Question 2
    4 / -1

    What is the correct order of equilibrium enol content of the following compounds?

    I. CH3COCH3
    II. CH3COCH2COOC2H5
    III. CH3COCH2COCH3
    IV. CH3COCH2COH

    Solution

    A 1,3-diketo compound forms more stable enol than a monocarbonyls. Also ester group forms less stable enol than carbonyls. Hence, III, a 1 , 3-diketo ne form s highest enol content while I (monocarbonyl) forms least enol content at equilibrium.

  • Question 3
    4 / -1

    In which of the following compounds, enol form exist? 

    Solution

    Both option (a) and option (c) forms enol but option (b) does not form enol.

  • Question 4
    4 / -1

    Among the following compounds, one that will not show keto-enol tautomerism is

    Solution

    sp2 hybridisation is very less stable at bridgehead carbon of a bicyclic compound.

  • Question 5
    4 / -1

    Arrange the following in the increasing order of hydrate content at equilibrium in aqueous solution

    I. H2CO

    III. C6H5CHO

    Solution

    Due to negligible steric hindrance, form aldehyde form s large hydrate content at equilibrium. Also electron withdrawing group in (IV) increases hydrate content compared to III.

  • Question 6
    4 / -1

    For which of the following equilibrium, Kc < 1 ?

    Solution

    In the absence of any special stability factor, a hydrate of ketone is highly unstable.

  • Question 7
    4 / -1

    Arrange the following in the increasing order of stability of their most stable enol.

    Solution

    Diketo (I) forms highest enol content due to stabilisation of enol by intermolecular H-bonding. Electron donating resonance effect by ester group slightly decreases enol content.

  • Question 8
    4 / -1

    Which of the following observation does not establish the existence of keto-enol tautomerism in acetone?

    Solution


    The above exchange occur due to existence of hydrate equilibrium.

  • Question 9
    4 / -1

    Hemiacetals are usually unstable whereas acetals are stable. Which has the most stable hemiacetal?

    Solution


    If a hemiacetal is five or six membered cyclic, they are stable.

  • Question 10
    4 / -1

    Which form s most stable acetal in the given condition? 

    Solution

  • Question 11
    4 / -1

    Consider the following reaction,

    Q.

    The appropriatensequence of reagent that can best bring about the above conversion is

    Solution



  • Question 12
    4 / -1

    What is the major product in the following reaction?

    Solution

    Acetal is form ed by cyclisation

  • Question 13
    4 / -1

    Which of the following has greater enol content than keto counter part?

    Solution

    It is 1, 3-dik eto compound, forms stable enol.

  • Question 14
    4 / -1

    Arrange the following in the increasing order of acidic strength 

    I. H2CO
    II. CH3CHO
    III. C6H5CH2CHO

    Solution

    IV is most acidic as its conjugate base is resonance stabilised by two carbonyl groups, followed by III whose conjugate base is resonance stabilised by a carbonyl group and phenyi ring.

  • Question 15
    4 / -1

     

    Which reagent given below can differentiate propanal from propanone?

    Solution

    Schiff`s test is given by aldehydes but not by ketones

  • Question 16
    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 17
    4 / -1

    Give the name of the following compound:

    Solution

     

    The correct answer is option D(None of the above)
    The given compound is 4-Bromo-3methylheptanal

     

  • Question 18
    4 / -1

    The compound formed as a result of oxidation of ethyl benzene by KMnO4 is

    Solution

     

  • Question 19
    4 / -1

    Which of the following is correct?

    Solution

    C2H5OH get oxidizes to CH3CHO and –COCH3 group is important for iodoform.

  • Question 20
    4 / -1

     

    Comprehension Type

    Direction (Q. Nos. 20-22) 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

    In general, ketones are less reactive than aldehydes in nucleophilic addition reaction, for both steric and electronic reasons.
    Hence, if a keto-aldehyde is treated with nucleophilic reagent, reaction occur first at aldehyde group.

    Q. 

    The major final product in the following reaction is

     

    Solution

     


    The more reactive aldehyde functional group is reduced in preference to ketone group.

     

  • Question 21
    4 / -1

     

    In general, ketones are less reactive than aldehydes in nucleophilic addition reaction, for both steric and electronic reasons.
    Hence, if a keto-aldehyde is treated with nucleophilic reagent, reaction occur first at aldehyde group.

    Q. 

    How the following transformation can be best brought about?

     

    Solution

     

     

    Aldehyde being more reactive, protected first by acetal formation followed by reduction of ketone group.

     

     

  • Question 22
    4 / -1

    In general, ketones are less reactive than aldehydes in nucleophilic addition reaction, for both steric and electronic reasons.
    Hence, if a keto-aldehyde is treated with nucleophilic reagent, reaction occur first at aldehyde group.

    Consider the following reaction,

    Q. 

    Major product is 

    Solution

  • Question 23
    4 / -1

     

    Direction (Q. Nos. 23-26) This section contains 4 questions. When worked out will result in an integer from 0 to 9 (both inclusive).

    Q. 

    How many different enols exist for 4-methyl-3- hexanone ?

    Solution

     

     

  • Question 24
    4 / -1

     

    If all the mono and dienols are considered, how many enols are possible for 2,4-pentanedione?

     

    Solution

     

     

  • Question 25
    4 / -1

     

    If butanone is treated with D2O18/DCI, isotopic exchange occur. What maximum gain in molecular mass is possible in the present case?

     

    Solution

     


    Gain of 7 units in molar mass is observed, five units due to 'D' and tw o units due to `O18'.

     

  • Question 26
    4 / -1

    When acetaldehyde is treated with catalytic amount of H2SO4, a stable association product X is formed. How many lone pair of electrons are present in XI

    Solution

     

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