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Alcohols, Phenols and Ethers Test - 2

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Alcohols, Phenols and Ethers Test - 2
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  • Question 1
    4 / -1

    Direction (Q. Nos. 1-8) This section contains 8 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 pairs of compounds can be used as starting material in the synthesis of 2-phenyl-2-pentanol?

    Solution

  • Question 2
    4 / -1

    What is the product of the reaction of methyl cyclohexene with B2H6 in THF followed by the oxidation with alkaline H2O2?

     

    Solution

  • Question 3
    4 / -1

    Choose the reagent and reactant that would produce 2-methyl-2-butanol as the major product.



    Solution


  • Question 4
    4 / -1

    Ethanol is converted into ethoxy ethane,

    Solution

    In order to obtain ethoxy ethane from ethanol, the ethanol must be subjected to the effect of concentrated sulphuric acid at 413 Kelvin or 140°C as shown below:

  • Question 5
    4 / -1

    What is the correct structure for the major compound produced by the following reaction sequence?

    Solution

    Reaction involves rearrangement of carbocation

  • Question 6
    4 / -1

    In the reaction given below,

    The final major organic product is

    Solution

    It is an oxo process of synthesis of alcohols.

  • Question 7
    4 / -1

    Primary alcohol can easily be prepared from primary alkyl halide via SN2 reaction with aqueous NaOH. However, similar method does not work for the preparation of tertiary alcohol. Which reaction can be used for the efficient preparation of tertiary alcohol {tertiary butanol) from tertiary butyl bromide?

    Solution

  • Question 8
    4 / -1

    What is the major product in the following reaction?

    Solution

    In oxymercuration-demercuration reaction, Markownikoff's addition of H2O takes place with HO- added to carbon where more stable carbocation could be formed.

  • Question 9
    4 / -1

     

    The IUPAC name is:

     

     

    Solution

     

     

    Hence IUPAC name is 3-methyl-3-pentanol.

     

     

  • Question 10
    4 / -1

     

    In the following reaction,

    Possible product(s) is/are 

     

    Solution

     

     

     Oxo proces

    The aldehydes formed above undergo reduction to give the desired products.

     

     

  • Question 11
    4 / -1

     

    Which of the following substance can be used as a raw material for obtaining alcohol?

     

    Solution

     

     

    All of them contain starch in certain quantities which can be fermented to give alcohol.

    Option D is correct.

     

     

  • Question 12
    4 / -1

     

    Hydroboration-oxidation of CH3CH = CH2 produces:

     

    Solution

     

     

    A Hydroboration-oxidation reaction is a two-step organic reaction that converts an alkene into neutral alcohol by the net addition of water across the double bond. It follows Anti-Markownikoff's rule.

     

     

  • Question 13
    4 / -1

     

    In the following reaction,

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

     

    Solution

     

     


     

     

     

  • Question 14
    4 / -1

     

    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 15
    4 / -1

     

    In which one of the following reagents O−H bond fission in alcohol can not take place?

     

    Solution

     

     

    Only PCl5 gives a substitution reaction with alcohol replacing the OH group with Cl atom.

     

     

  • Question 16
    4 / -1

    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 C7H11 with two degree of unsaturation it must be cyclohexenyl methyl not cyclohexyl methyl.

  • Question 17
    4 / -1

    Consider the following sequence of reaction,

    Q. 

    Solution

    Hydroboration oxidation at double bond gives anti-Markownikoff’s addition of H2O in syn orientation.
     

  • Question 18
    4 / -1

    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 19
    4 / -1

     

    Which one of the following compounds would undergo nitration with the greatest ease?

     

    Solution

     

     

    -OH is a +R group i.e. an electron donating group so why it increases the rate of Electrophilic Aromatic Substitution Reaction.

     

     

  • Question 20
    4 / -1

     

    The most acidic compound among the following is___________ .

     

     

    Solution

     

     

    Nitro (−NO2) group is a strong electron withdrawing group. Therefore, it will stabilize the anion formed after losing a proton from an acid through resonance more than any other group. 
    Hence, the most acidic compound is 3,5-dinitrophenol.

     

     

  • Question 21
    4 / -1

     

    The correct acidic order of the following is
    I. Phenol II. 4-methylphenol
    III. 4-nitrophenol

     

    Solution

     

     

    Nitro group is an electron withdrawing group which increases the acidic strength as it stabilizes the anion formed which is why III is more acidic than I. Whereas methyl group is an electron donating group so why decreases the acidic strength as it destabilizes the anion formed.So why II is the least acidic.

     

     

  • Question 22
    4 / -1

     

    The most acidic compound among the following is:

     

    Solution

     

     

    Nitro is a −R group i.e. electron withdrawing group so it stabilizes the anion the most.

     

     

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