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Amines Test - 52

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Amines Test - 52
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  • Question 1
    1 / -0
    Arrange the following in the increasing order of their basicities.
    I.  p - Toluidine
    II.  N, N - Dimethyl - p - toluidine
    III.  p - Nitroaniline
    IV.  Aniline
    Solution
    N,N-Dimethyl p-toluidine is most basic whereas p-nitroaniline is least basic.
    II    +I effect of two Me groups of N atom and Me group at p position (+I and hyperconjugative. effects)  are responsible for highest basicity.
    I     +I and H.C. effects of (Me) group at p position makes p-toluidine more basic than aniline.
    IV   (Standard) (Aniline)
    III   -I and -R effect of (-$$N{O}_{2}$$) group at p position are responsible for least basicity.

  • Question 2
    1 / -0
    N $$\displaystyle -$$ Ethyl pthalimide on hydrolysis gives:
    Solution
    The alkaline hydrolysis of N-ethylpthalimide gives ethyl amine.

  • Question 3
    1 / -0
    Which compound will liberate $$\displaystyle CO_{2}$$ from $$\displaystyle NaHCO_{3}$$ solution :
    Solution
    $$\displaystyle CH_{3}N^{+}H_{3}Cl^{-}$$ will react with $$\displaystyle NaHCO_{3}$$ to liberate $$\displaystyle CO_{2}$$.
    $$\displaystyle CH_{3}N^{+}H_{3}Cl^{-} + \displaystyle NaHCO_{3} \rightarrow  CH_{3}NH_2 + NaCl + H_2O + \displaystyle CO_{2}$$
  • Question 4
    1 / -0
    Which of the following is the product of the reaction shown above?

    Solution

  • Question 5
    1 / -0
    Which of the following diazonium salt is relatively stable of $$0-5^\circ C$$- :
    Solution
    The diazonium salt  $$CH_{3}-N\equiv N\left.  \right \} ^\oplus Cl^{-}$$ obtained by treatment of methylamine with nitrous acid is relatively stable at $$0-5^\circ C$$.
  • Question 6
    1 / -0
    Which of the following diazonium salt is relatively stable at $$\displaystyle 0-5^{\circ}$$C?
    Solution
    Diazonium salts obtained from aliphatic primary amines are unstable. Those obtained from aromatic primary amines are relatively stable.
    Benzene diazonium chloride $$(\displaystyle C_{6}H_{5}-N\equiv N ^{\oplus }Cl^{-})$$ is obtained from aromatic primary amine. Hence, it is relatively stable.
  • Question 7
    1 / -0
    Of the following statements :
    $$(P)\:C_{6}H_{5}N=CH-C_{6}H_{5}$$ is a Schiff's base.
    $$(Q)\:$$A dye is obtained by the reaction of aniline and $$C_{6}H_{5}N^+ \equiv NCl$$.
    $$(R)\:C_{6}H_{5}CH_{2}NH_{2}$$ on treatment with $$[NaNO_{2}+HCl]$$ gives diazonium salt.
    $$(S)\:p-$$Toluidine on treatment with $$[HNO_{2}+HCl]$$ gives diazonium salt.
    Solution
    A Schiff base is a substituted imine$$(R_2C=N-R')$$. It is used as antioxidant. Thus $$(P)\:C_{6}H_{5}N=CH-C_{6}H_{5}$$ is a Schiff's base. Thus statment $$(P)$$ is correct.

    Aniline reacts with $$C_{6}H_{5}N^+\equiv NCl$$ to form higly coloured azo dye. This reaction is known as azo coupling. Thus the statement $$(Q)$$ is correct.

    $$\:C_{6}H_{5}CH_{2}NH_{2}$$ is a primary aliphatic amine. When it is treated with $$[NaNO_{2}+HCl]$$, it gives unstable diazonium salt which decomposes to form benzyl alcohol. Hence, statement $$(R)$$ is incorrect.

    p-Toluidne is an aromatic primary amine. Hence, it on treatment with $$[NaNO_{2}+HCl]$$ gives diazonium salt. Hence, statement $$(S)$$ is correct.

    Option D is correct.
  • Question 8
    1 / -0
    Alkyl isocyanides ($$R N^{\bigoplus} \equiv C^{\ominus}$$) are reduced to 2$$^{\circ}$$ amines($$R-NH-CH_3$$) with:
    Solution
    Alkyl isocyanides $$(RN≡C)$$ are reduced to $$ 2^o$$ amines with sodium and alcohol. Alkyl isocyanides (RN≡C) are reduced to $$2 ^o$$ amines with $$H_2 /Pt$$. 
  • Question 9
    1 / -0
    Arrange the following in their decreasing order of acidity.

    Solution
    The decreasing order of acidity is $$III > IV > I > II$$.
    In (III) $$+I$$ effect of two $$Me$$ groups makes it most basic
    In  (I) electron-withdrawing effect of the carbonyl group makes it less basic than ammonia.
    In (II) electron-withdrawing effect of two ($$C = O$$) groups makes it least basic.
  • Question 10
    1 / -0
    The decreasing order of basic characters of the following is :

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