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Aldehydes, Ketones and Carboxylic Acids Test - 4

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

     

    An optically active organic compound has molecular formula C5H12O(X). X on oxidation with CrO3/H2SO4 gives an achiral C5H10O. Hence, X could be

     

    Solution

     

    Oxidation of X giving ketone as well as X is chiral, it must be a secondary alcohol with a-chiral carbon.

     

  • Question 2
    4 / -1

    Which of the following reaction will not produce an aldehyde?

    Solution

    Anti vicinal-diols do not undergo oxidative cleavage with HIO4.

  • Question 3
    4 / -1

    Which reagent below cannot reduce an acid chloride to an aldehyde?

    Solution

    Na /C2 H5OH further reduces aldehydes to alcohols.

  • Question 4
    4 / -1

    The incorrect statement regarding oxo process for synthesis of an aldehyde is

    Solution

    In an oxo process, formylation (addition of H and CHO) of double bond takes place, hence ketones cannot be synthesised in direct oxo process.

  • Question 5
    4 / -1

    All of the following reaction gives atleast one ketone as a significant organic product except

    Solution

    It gives aldehydes as major product.

  • Question 6
    4 / -1

    All of the following results in the formation of an aldehyde except

    Solution

    It gives a ketone.

  • Question 7
    4 / -1

    Consider the following reaction,

    All of the following reagents can bring about the above transformation except

    Solution

    Alkaline permanganate (Baeyer’s reagent) also oxidises olefinic bonds to syn vicinal-diols.

  • Question 8
    4 / -1

    A hydrocarbon X(C7H12) on ozonolysis followed by the treatment with (CH3)2S gives C7H12O2 which gives positive Tollen’s test as well as positive iodoform test. The compoppd below satisfying the criteria of X is

    Solution

    The ozonolysis product of X is a dicarbonyl which contains both aldehyde group and CH3CO— group.

  • Question 9
    4 / -1

    A hydrocarbon X has molecular formula C5H10 X on treatment with B2H6 in H2O2 /NaOH gives an optically active C5H12O which on treatment with CrO3/HCI / pyridine gives C5H10O which is still chiral. Which of the following can be a product of reductive ozonolysis of X?

    Solution

  • Question 10
    4 / -1

    What is the final major product of the following reaction

    Solution

  • Question 11
    4 / -1

    Consider the following reaction,

    (A pure enantiomer)

    Q. 

    The incorrect statement regarding X is

    Solution

     X will be a pure enantiomer of aldehyde.

  • Question 12
    4 / -1

    Consider the following reaction sequence,

    Q. 

    The correct statement regarding X is

    Solution

  • Question 13
    4 / -1

     

    A mixture of benzaldehyde and formaldehyde on heating with aqueous NaOH solution gives

  • Question 14
    4 / -1

     

    In which of the following reactions, ketone is formed as the major organic product?

     

    Solution

     

    If acid derivatives like nitrile, acid chlorid e or ester is taken in excess in Grignard synthesis, second addition of Grignard’s reagent on carbonyl product does not succeed and carbonyls are obtained as major products.
    In option (b), carboxylic acids and in option (d), an aldehyde is formed.

  • Question 15
    4 / -1

     

    Which of the following has the most acidic hydrogen?

  • Question 16
    4 / -1

     

    Consider the reaction mentioned below,

    Q. 

    The expected organic product(s) is/are

     

    Solution

     

    Formylation of double bond (oxo process) occurs. However, the reaction is not regioselective, hence both isomers of aldehyde are formed.

     

  • Question 17
    4 / -1

     

    A new C-C bond formation is possible in

  • Question 18
    4 / -1

    Comprehension Type

    Direction (Q. Nos. 18-20) 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

    A hydrocarbon A (C10H18) is capable of showing both enantiomerism as well as diastereomerism. Treatment of A either with HgSO4 / H2SO4 or B2H6 / H2O2 -NaOH results in the same carbonyl compound B. Also,

      C can also be obtained as one of the product in the following reaction.

    Q. 

    What is the most likely structure of B?

    Solution

    Compound A has a triple bond and it is symmetrical because its partially reduced product B gives single ozonolysis product C, Also, A shows both enantiomerism and diastereomerism, it must be

    As shown above, A has two chiral carbons but simultaneously, it is symmetrical. Hence, it has both meso and a pair of enantiomers as stereoisomers.

  • Question 19
    4 / -1

    A hydrocarbon A (C10H18) is capable of showing both enantiomerism as well as diastereomerism. Treatment of A either with HgSO4 / H2SO4 or B2H6 / H2O2 -NaOH results in the same carbonyl compound B. Also,

      C can also be obtained as one of the product in the following reaction.

    Q. 

    What is the structure of compound C?

    Solution

    Compound A has a triple bond and it is symmetrical because its partially reduced product B gives single ozonolysis product C, Also, A shows both enantiomerism and diastereomerism, it must be

    As shown above, A has two chiral carbons but simultaneously, it is symmetrical. Hence, it has both meso and a pair of enantiomers as stereoisomers.

  • Question 20
    4 / -1

    A hydrocarbon A (C10H18) is capable of showing both enantiomerism as well as diastereomerism. Treatment of A either with HgSO4 / H2SO4 or B2H6 / H2O2 -NaOH results in the same carbonyl compound B. Also,

     C can also be obtained as one of the product in the following reaction.

    Consider the reaction given below,

    Q. 

    How many different alcohols are expected?

    Solution

    Compound A has a triple bond and it is symmetrical because its partially reduced product B gives single ozonolysis product C, Also, A shows both enantiomerism and diastereomerism, it must be

    As shown above, A has two chiral carbons but simultaneously, it is symmetrical. Hence, it has both meso and a pair of enantiomers as stereoisomers.

  • Question 21
    4 / -1

     

    Under Wolff-Kishner reduction conditions, the conversions which may be brought about are

    Solution

     

     

     

     

  • Question 22
    4 / -1

     

    How many different ketones isomer exist for C6H12O ?

     

    Solution

     

     

  • Question 23
    4 / -1

     

    How many different alcohol isomers with molecular formula C5H12O can be oxidised to ketones using K2Cr2O7 - H2SO4?

     

    Solution

     

    All secondary alcohol isomers can be oxidised to ketones.

  • Question 24
    4 / -1

     

    If all the ketone isomers of C6H10O are reduced independently with NaBH4 , how many of them will produce racemic mixture of alcohols?

     

    Solution

     


    All the above shown ketones on reduction with NaBH4 will produce racemic mixtures of alcohols. The isomer below already has a chiral carbon, show enantiomerism. A pure enantiomer of this ketone, on reduction with NaBH4, will produce pair of diastereomers.

     

  • Question 25
    4 / -1

     

    Consider the following reaction,


    Q. How many different diols are expected at the end of the above reaction?

     

    Solution

     


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