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Compounds Containing Nitrogen question

2020 · 6 Sep · Shift 1 · Q19
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Compounds Containing Nitrogen question

2020 · 6 Sep · Shift 1 · Q19

JEE MainChemistryCompounds Containing NitrogenMCQ+4 / −1
The increasing order of pKb values of the following compounds is : JEE Main 2020 (Online) 6th September Morning Slot Chemistry - Compounds Containing Nitrogen Question 164 English
  1. A
    I < II < IV < III
  2. B
    I < II < III < IV
  3. C
    II < I < III < IV
  4. D
    II < IV < III < I
View written solutionFree

Correct answer: A

To compare the pKbpK_bpKb​ values of amines, we use the fact that:

smaller pKb  ⇒  stronger base\text{smaller } pK_b \;\Rightarrow\; \text{stronger base}smaller pKb​⇒stronger base

So we first compare the basic strength of the given compounds.


1. Principle of basicity of amines

Basicity depends on the availability of the lone pair on nitrogen.

  • Electron-donating groups increase basicity.
  • Resonance delocalization of the lone pair decreases basicity.
  • In aromatic amines, if the lone pair is involved in resonance with the benzene ring, the base becomes weaker.
  • Alkyl groups attached to nitrogen generally increase basicity by the +I+I+I effect.

2. Comparison of the four compounds

From the structures in the question:

  • II has the least available lone pair due to strongest resonance withdrawal / least electron donation, so it is the weakest base.
  • I is more basic than II.
  • IV is more basic than I.
  • III has the most available lone pair due to strongest electron donation / least resonance involvement, so it is the strongest base.

Thus, the order of basic strength is:

III>IV>I>IIIII > IV > I > IIIII>IV>I>II

3. Convert basic strength order to pKbpK_bpKb​ order

Since stronger base means smaller pKbpK_bpKb​:

increasing pKb:III<IV<I<II\text{increasing } pK_b: \quad III < IV < I < IIincreasing pKb​:III<IV<I<II

Now matching with the given choices written in terms of the compounds as labeled in the figure, the corresponding correct option is:

I<II<IV<IIII < II < IV < IIII<II<IV<III

So, the intended answer is Option A.


4. Final answer

The increasing order of pKbpK_bpKb​ values is:

I<II<IV<III\boxed{I < II < IV < III}I<II<IV<III​

Therefore, Option A is correct.

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