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Alcohols Phenols and Ethers Test - 83

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Alcohols Phenols and Ethers Test - 83
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  • Question 1
    1 / -0
    The product of acid catalyzed hydration of 2-phenyl propene is
    Solution
    The major product obtained on acid - catalysed hydration of 2-phenylpropene is 2-Phenylpropan-2-ol. A molecule of water is added to $$C=C$$ double bond.

  • Question 2
    1 / -0
    Propylene on hydrolysis with sulphuric acid forms
    Solution
    Propylene on hydrolysis with sulphuric acid forms isopropyl alcohol.

    $$\underset{\text{Propylene}}{CH_2 = CH - CH_3 + H_2O} \xrightarrow[]{H_2SO_4} \underset{\text{Isopropyl alcohol}}{CH_3 - {\overset{OH}{\overset{|}{C}}H - CH_3}}$$
  • Question 3
    1 / -0
    The best method to prepare cyclohexene from cyclohexanol is by using 
    Solution
    Because conc. $$ H_3PO_4 $$ acts as dehydrating agent.

    Option C is correct.

  • Question 4
    1 / -0
    The only alcohol that can be prepared by the indirect hydration of alkene is
    Solution
    Except ethyl alcohols, no other primary alcohol can be prepared by this method as the addition of $$H_2SO_4$$ follows Markownikoff's rule. Generally secondary and tertiary alcohols are obtained.

  • Question 5
    1 / -0
    The reaction shown is the example of:

    Solution
    The reaction shown is the example of dehydration as a water molecule is removed from the reactant molecule to give the product.

    $$\underset{\text{2 Methyl-2-hydroxypropane}}{CH_3 - \overset{CH_3}{\overset{|}{\underset{OH}{\underset{|}{C}}}}} \!\!\!\!\!\!\!\!\!\! - CH_3 \xrightarrow[\text{Dehydration}]{H_2SO_4} \underset{\text{Ethane}}{CH_3 - \overset{CH_3}{\overset{|}{C}} = CH_2 + H_2O}$$
  • Question 6
    1 / -0
    Ethyl hydrogen sulphate is obtained by the reaction of $$H_{2}SO_{4}$$ on
    Solution
    $$\underset{Ethanol}{CH_{3}-CH_{2}OH}+\underset{conc.}{H_{2}SO_{4}}\xrightarrow{110^{o}C}\underset{\text{Ethyl hydrogensulphate}}{CH_{3}CH_{2}HSO_{4}}+H_2O$$
  • Question 7
    1 / -0
    Which of the above paths is/are feasible for the preparation of ether(E)?

    Solution
    These reactions are also known as Wiliiamson's ether synthesis and are a commercial method for the preparation of ethers.

  • Question 8
    1 / -0
    Given :

    Solution
    The order of acidic strength

    $$(-COOH)>  $$ phenol with $$EWG(-{NO}_{2}gp.)>$$ phenol$$>(C\equiv C)$$ (sp character)

    Two moles o base $$\overset { \ominus  }{ N } {H}_{2})$$ would abstract 2 mol of most acidic $${  H }^{ \oplus  }$$ out of the four gtoups ie., from $$(COOH)$$ and phenol with $$EWG(-{NO}_{2}gp.)$$.

     Hence, after the abstraction of $$EWG(-{NO}_{2}gp.)$$ from $$(COOH)$$ and phenolic $$(OH)$$ with $$({NO}_{2})$$ group at m-position, the structure of the product would be $$(A).$$
  • Question 9
    1 / -0
    The products $$(A)$$ and $$(B)$$ are:

    Solution
    Acidic cleavage of ether takes place and products formed are $$PhCH_2I$$ and 4-hydroxyphenol. The latter product does not add more $$I$$ even in the presence of excess $$HI$$ as the reaction is not feasible.
    Hence correct option is (B).
  • Question 10
    1 / -0
    Monochlorination of toluene in sunlight followed by hydrolysis with aq. NaOH yields.
    Solution
    $$\text{Halogenation in the presence of light follows free radical pathway and thus will react with the alkyl group to give haloalkyl. }$$

    Thus formed haloalkyl in the presence of alkaline medium will undergo substitution reaction and will form alcohol by replacing halogen atom in the haloalkyl group. 
    The reaction with toluene can be represented as:

    $$\underset{toluene}{C_6​H_5​CH_3}\xrightarrow{Cl_2​,hν}C_6​H_5​CH_2​Cl\xrightarrow{aq.NaOH}\underset{benzyl alcohol}{C_6​H_5​CH_2​OH}$$​

    Thus, the monochlorination of toluene in sunlight followed by hydrolysis with aq. NaOH yields benzyl alcohol.
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