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Amines Test - 29

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Amines Test - 29
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  • Question 1
    1 / -0
    Which of the following compounds will not undergo azo coupling reaction with benzene diazonium chloride?
    Solution
    Diazonium cation is a weak electrophile and hence it reacts with electron-rich compounds containing electron-donating groups such as $$-OH$$, $$-NH_2$$ and $$OCH_3$$ groups and not with compounds containing electron-withdrawing groups such as $$-NO_2,$$ etc.

    Hence, option D is correct.
  • Question 2
    1 / -0
    Among the following compounds, the most basic compounds is:
    Solution
    The most basic compound is [refer image] as it is ready to act as Lewis base by donating electrons and not undergoing resonance as these are no double bonds adjacent to the molecules.

    Option D is correct.

  • Question 3
    1 / -0
    The correct decreasing order of basic strength of the following species is:
    $$H_2O, \,  NH_3, \, OH^-, \, NH_2^-$$
    Solution
    $$NH_3$$ is more basic than $$H_2O$$, therefore $$NH^-_2$$ (Conjugate base of weak acid $$NH_3$$) is a stronger base than $$OH^-$$.Thus  decreasing order of basic strength is $$NH^-_2$$ > $$OH^-$$ > $$NH_3$$ > $$H_2O$$,
  • Question 4
    1 / -0
    What is the decreasing order of relative basic strengths of following species?

    Solution
    The relative basic strength depend on, the electron donating nature comparison of the species.
    Therefore as we all know that $$-NH_2$$ is an EDG so, it would increase basicity but $$-Cl,-NO_2(-NO_2>-Cl)$$ in electronic withdrawing nature would decrease basicity significantly.

  • Question 5
    1 / -0
    Among the isomeric amines select the one with the lowest boiling point.
    Solution
    The boiling point of amine $$\propto$$ tendency to form H-bonds.

    No. of H-bonds - $$3^oAmine<2^oAmine<1^oAmine$$[In gas phase]

    The $$1^o$$ and $$2^o$$ amine have less steric repulsion than $$3^o$$ amine.

    Here in $$3rd$$ compound, it is a tertiary amine that is sterically hindered by the methyl group, that is the reason it has less tendency to form hydrogen bond and has a lowest boiling point.

    The answer is C.
  • Question 6
    1 / -0
    In order to prepare a 1 amine from an alkyl halide with simultaneous addition of one $$CH_2$$ group in the carbon chain, the reagent used as source of nitrogen is:
    Solution
    $$4R-X \xrightarrow{KCN} R-CN \xrightarrow {Na\ / C_2H_5OH} R-CH_2NH_2$$
  • Question 7
    1 / -0
    In the given pair identify most acidic compound in $$(A)$$ and $$(B)$$. Most basic in $$(C)$$ and $$(D)$$.

    Solution
    Acidity increases with electron withdrawing group. Ortho effect increases acidity.
    Basicity  increases with electron donating group. Ortho effect decreases basicity.

  • Question 8
    1 / -0
    Among the following amines, the strongest Bronsted base is:
    Solution
    Option $$D$$ is the strongest Bronsted base as there is no delocalisation of lone pair of electron of $$N$$ atom which is not possible in aniline and in pyrrole.

  • Question 9
    1 / -0
    The correct increasing order of basic strength for the following compounds is:

    Solution
    Electron donating $$-CH_3$$ group increases the basicity while electron withdrawing $$NO_2$$ group decreases the basicity of amines.

    Option D is correct.
  • Question 10
    1 / -0
    Which of the following cyclic amine has lowest $$\Delta G $$ for inversion?
    Solution
    More is the steric hindrance the N of amine, lesser is the $$\Delta G$$ for inversion because it has the least tendency to invert)
    Refer to Image 
    Most steric hindrance is in C. Therefore it has lowest $$\Delta G$$ for inversion.

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