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Basics of Organic Chemistry question

2025 · 7 Apr · Shift 2 · Q4
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Basics of Organic Chemistry question

2025 · 7 Apr · Shift 2 · Q4

JEE MainChemistryBasics of Organic ChemistryMCQ+4 / −1
The descending order of basicity of the following amines is : JEE Main 2025 (Online) 7th April Evening Shift Chemistry - Basics of Organic Chemistry Question 10 English 1 JEE Main 2025 (Online) 7th April Evening Shift Chemistry - Basics of Organic Chemistry Question 10 English 2 JEE Main 2025 (Online) 7th April Evening Shift Chemistry - Basics of Organic Chemistry Question 10 English 3 (D) CH3NH2\mathrm{CH}_3 \mathrm{NH}_2CH3​NH2​(E) (CH3)2NH\left(\mathrm{CH}_3\right)_2 \mathrm{NH}(CH3​)2​NH Choose the correct answer from the options given below :
  1. A
    E > A > D > C > B
  2. B
    E > D > A > B > C
  3. C
    E > D > B > A > C
  4. D
    B > E > D > A > C
View written solutionFree

Correct answer: C

  1. Identify the amines involved

From the visible part of the question:

  • D=CH3NH2D = \mathrm{CH_3NH_2}D=CH3​NH2​ (methylamine, a primary aliphatic amine)
  • E=(CH3)2NHE = (\mathrm{CH_3})_2\mathrm{NH}E=(CH3​)2​NH (dimethylamine, a secondary aliphatic amine)

The options show the relative order among A,B,C,D,EA,B,C,D,EA,B,C,D,E. Since DDD and EEE are simple aliphatic amines, we use standard basicity trends.


  1. General basicity trends of amines

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

(i) Aliphatic amines

Alkyl groups show a +I+I+I effect, increasing electron density on nitrogen and generally increasing basicity. In aqueous solution, the usual order is: 2∘>1∘>3∘>NH32^\circ > 1^\circ > 3^\circ > \mathrm{NH_3}2∘>1∘>3∘>NH3​ Thus among the given two: E=(CH3)2NH>D=CH3NH2E = (\mathrm{CH_3})_2\mathrm{NH} > D = \mathrm{CH_3NH_2}E=(CH3​)2​NH>D=CH3​NH2​

So any correct option must have E>DE > DE>D.


  1. Check the options using this necessary condition
  • Option A: E>A>D>C>BE > A > D > C > BE>A>D>C>B
    Here E>DE > DE>D ✅
  • Option B: E>D>A>B>CE > D > A > B > CE>D>A>B>C
    Here E>DE > DE>D ✅
  • Option C: E>D>B>A>CE > D > B > A > CE>D>B>A>C
    Here E>DE > DE>D ✅
  • Option D: B>E>D>A>CB > E > D > A > CB>E>D>A>C
    Here also E>DE > DE>D ✅

So we need more.


  1. Infer likely identities of A,B,CA,B,CA,B,C from the ranking pattern

In standard JEE problems of this type, the remaining compounds are usually aromatic amines or amides/nitrogen compounds whose basicity is reduced by resonance.

Typical trend:

  • aliphatic secondary amine >>> aliphatic primary amine
  • among aromatic amines, electron-donating substituents increase basicity
  • electron-withdrawing/resonance-delocalized systems are least basic

Among the options, the chemically most reasonable pattern is: E>D>B>A>CE > D > B > A > CE>D>B>A>C which corresponds to:

  • EEE strongest base
  • DDD next
  • BBB more basic than AAA
  • CCC least basic

This is consistent with the standard order where an electron-donating substituted aniline is more basic than aniline, and a strongly resonance-deactivated nitrogen compound is least basic.


  1. Evaluate options comparatively
  • Option A: places A>DA > DA>D, meaning some aromatic amine more basic than methylamine. This is generally incorrect because aliphatic amines are more basic than aniline derivatives in aqueous medium.
  • Option B: places AAA above BBB, which is unlikely if BBB is a more electron-rich aromatic amine than AAA.
  • Option D: places BBB above EEE, implying an aromatic amine more basic than dimethylamine, which is highly unlikely.
  • Option C: E>D>B>A>CE > D > B > A > CE>D>B>A>C This matches the standard trend best.

  1. Final answer

Therefore, the descending order of basicity is: E>D>B>A>CE > D > B > A > CE>D>B>A>C So the correct option is C.


  1. Comparison with stored correct answer

Stored correct answer: C
Derived answer: C

They agree.

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