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Alcohols Test - 3

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Alcohols Test - 3
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  • Question 1
    1 / -0.25

     

    Which of the following Grignard ’s synthesis can result into 2-cyclopentyl-2-butanol?

     

    Solution

     

     

    Option (b) does not give 2-cyclopentyl-2-butanol as

     

     

  • Question 2
    1 / -0.25

     

    Aliphatic alcohol when treated with dilute H2 SO4 , undergo isomerisation via reversible reaction. In the following reaction, which of the isomers are expected to be present at equilibrium?

     

    Solution

     

     

    Isomerisation occur via carbocation intermediates.


    The above carbocations upon nucleophilic attack by water gives the desired product.  

     

     

  • Question 3
    1 / -0.25

     

    In the following reaction,

    The alcohol(s) formed in significant yield is/are

     

    Solution

     

     


     

     

     

  • Question 4
    1 / -0.25

     

    In the reaction given below,

    The correct statement regarding the outcome of the above reaction is/are

     

    Solution

     

     

    Deutride (D- ) addition at planar carbonyl carbon occur from both side of plane, with equal probability giving racemic mixture of alcohols. Also deuterium is attached to carbonyl carbon atom only.

     

     

  • Question 5
    1 / -0.25

     

    Consider the following reaction,

    Possible product(s) is/are

     

    Solution

     

     

    Reaction proceed via carbocation intermediates.


     

     

  • Question 6
    1 / -0.25

     

    Comprehension Type

    Direction (Q. Nos. 16-18) 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

    Consider the following sequence of reaction,

    Q. 

    The structure of compound B is

     

    Solution

     

     

    B is an alcohol formed by the attack of Grignard 's reagent on acetone. Hence, alcohol must have the skeleton


    Also, R is C7 H11  with two degree of unsaturation it must be cyclohexenyl methyl not cyclohexyl methyl.

     

     

  • Question 7
    1 / -0.25

     

    Consider the following sequence of reaction,

    Q. 

     

    Solution

     

     

    Hydroboration oxidation at double bond gives anti-Markownikoff ’s addition of H2 O  in syn orientation.
     

     

     

  • Question 8
    1 / -0.25

     

    Consider the following sequence of reaction,

    Q. 

    If C is treated with excess of Br2 (l) how many different isomers of bromination product(s) result?

     

    Solution

     

     

     

     

  • Question 9
    1 / -0.25

     

    One Integer Value Correct Type

    Direction (Q. Nos. 19-22) This section contains 4 questions. When worked out will result in an integer from 0 to 9 (both inclusive).

    In the following reaction,

    Q.

    How many different diols are formed as a result of nucleophilic addition reaction?

     

    Solution

     

     

     

     

  • Question 10
    1 / -0.25

     

    In the reaction given below,

    How many different products are expected?

     

    Solution

     

     

    https://cdn3.edurev.in/ApplicationImages/Temp/787b3574-10b0-44d6-a02e-e93e760210ab_lg.jpg

    https://edurev.gumlet.io/ApplicationImages/Temp/485050_79556e25-c5f3-4f5d-aba0-3240bccfb573_lg.PNG

    https://edurev.gumlet.io/ApplicationImages/Temp/485050_7b2a5afb-01dc-4b7d-8040-a21fa1e917e3_lg.PNG

    Hence 5 is the correct answer.

     

     

  • Question 11
    1 / -0.25

     

    If 3, 3-dimethyl-2, 4-pentanedione is treated with a Grignard reagent consisting of mixture of CH3 MgBr and C2 H5 MgBr and finally hydrolysing product with dilute H2 SO4 results in the formation of how many different diols?

     

    Solution

     

     


    (II) has two chiral carbon but symmetrical, hence, three stereoisomers.
    (III) has only one chiral carbon hence, two stereoisomers (pair of enantiomers).

     

     

  • Question 12
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    If a pure enantiomer of 3-methyl-1-pentene is treated with boiling solution of dilute H2 SO4 , how many different alcohols are expected in principle?

     

    Solution

     

     

     

     

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