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Alcohols Test - 5
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Alcohols Test - 5
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  • Question 1/13
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    What is/are the possible dehydration product(s) in the following reaction?

     

    Solutions

     

     





     

     

     

  • Question 2/13
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    In which of the following reaction(s), reactant and product(s) are correctly matched ? 

     

    Solutions

     

     




    (d) No SN 2 reaction on C6 H5 Br.

     

     

  • Question 3/13
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    In the following dehydration reaction, expected product(s) is/are

     

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  • Question 4/13
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    Upon treatment with bromine water, allyl bromide gives chiefly primary alcohol BrCH2 CHBrCH2 OH. What are the expected primary alcohols in the following reaction ?

     

    Solutions

     

     



    Nucleophilic attack of H2 O  occur at α-C of cyclic bromonium ion where positive charge is more easily accommodated.

     

     

  • Question 5/13
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    Comprehension Type

    Direction This section contains 2 paragraphs, each describing theory, experiments, data, etc. Five questions related to the paragraphs have been given. Each question has only one correct answer among the four given options (a), (b), (c) and (d).

    Passage I

    An unknown organic compound A is determined to have molecular formula C6 H12 O  and passing it through chiral column does not separate it into enantiomers. A does not react with Br2 nor with cold, dilute alkaline KMnO4 . Heating A with concentrated H2 SO4 gives product B (C6 H10 ) which can be separated into enantiomers. Ozonolysis of a single enantiomer of B produces C, an optically active keto-aldehyde of formula C6 H10 O2 which gives positive iodoform test.

    Q. 

    Structure of B that satisfy the above criteria is

     

    Solutions

     

     

     

     

  • Question 6/13
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    Passage I

    An unknown organic compound A is determined to have molecular formula C6 H12 O  and passing it through chiral column does not separate it into enantiomers. A does not react with Br2 nor with cold, dilute alkaline KMnO4 . Heating A with concentrated H2 SO4 gives product B (C6 H10 ) which can be separated into enantiomers. Ozonolysis of a single enantiomer of B produces C, an optically active keto-aldehyde of formula C6 H10 O2 which gives positive iodoform test.

    Q. 

    The correct statement regarding C is

     

    Solutions

     

     


     

     

  • Question 7/13
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    Passage I

    An unknown organic compound A is determined to have molecular formula C6 H12 O  and passing it through chiral column does not separate it into enantiomers. A does not react with Br2 nor with cold, dilute alkaline KMnO4 . Heating A with concentrated H2 SO4 gives product B (C6 H10 ) which can be separated into enantiomers. Ozonolysis of a single enantiomer of B produces C, an optically active keto-aldehyde of formula C6 H10 O2 which gives positive iodoform test.

    Q. 

    The correct statement regarding the outcome of the following reaction is

     

    Solutions

     

     



    Hydroboration oxidation brings about syn, anti-Markownikoff ’s addition of water at  

     

     

  • Question 8/13
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    Passage II

    An organic compound P (C10 H18 O)w hen treated with Br2 (l) gives Q (C10 H18 OBr4 ). P on vigorous oxidation gives the following compounds  

    Q. 

    What is the structural formula of P?

     

    Solutions

     

     




    X also gives the same bromide as it also involves the same carbocation in the final step.

     

     

  • Question 9/13
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    Passage II

    An organic compound P (C10 H18 O)w hen treated with Br2 (l) gives Q (C10 H18 OBr4 ). P on vigorous oxidation gives the following compounds  

    Q. 

    P on treatment with dilute acid undergo isomerisation to a more stable isomer R. What is the most likely structure of R ?

     

    Solutions

     

     

     

     

  • Question 10/13
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    One Integer Value Correct Type

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

    In the reaction given below isotopic exchange occur

    Q.

    What is the maximum gain in molecular mass observed?

     

    Solutions

     

     


    via protonation, all —OH will beco me , giving an increase in 3 units of mass per —OH group

     

     

  • Question 11/13
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    Consider the following dehydration reaction,

    Q. 

    If a pure enantiomer of alcohol is taken, then how many different alkenes are formed?

     

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    Since, only a pure enantiomer A is taken, only c/s and frans-isomers of (I) would be produced. (II) will also be formed in cis-trans pair. (Ill) will also be formed as a pair of cis-trans isomer and (IV) will be a single isomer.

     

     

  • Question 12/13
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     In the following reaction how many different diols, are formed?

     

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  • Question 13/13
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    If all carbonyls isomers of molecular mass = 86 u are separately treated with CH3 MgBr followed by acid hydrolysis, how many of them will give racemic mixture ?

     

    Solutions

     

     

    The carbonyl C5 H10 O  (Cn H2n O = 86) has following isomers.


    Compounds (III), (IV), (VI) and (VII) gives racemic mixture with CH3 MgBr. (I) and (II) gives achiral alcohols with CH3 MgBr. (V) is enantiomeric, a pure enantiomer it gives pair of diastereomers with CH3 MgBr.

     

     

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