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QJEEM14Ch04d4: JEE Main 2014 Chemistry - Class 12 JEEM14Ch04d4 Solution: Considering the basic strength of amines in aqueous solution,…

Considering the basic strength of amines in aqueous solution, which one has the smallest pKb value?

Multiple Choice Options

  • A (CH3)3N
  • B C6H5NH2
  • C (CH3)2NH
  • D CH3NH2

Step-by-Step Verified Solution

Arylamines are less basic than alkyl amines and even ammonia. This is due to resonance. In aryl amines the lone pair of electrons on NN is partly shared with the ring and is thus less available for sharing with a portion.

In alkylamines, the electron releasing alkyl group increases the electron density on nitrogen atom and thus also increases the ability of amine for protonation. Hence more the no. of alkyl groups higher should be the basicity of amine. But a slight discrepancy occurs in case of trimethyl amines due to steric effect. Hence the correct order is </mo></mrow><mrow data-mjx-texclass="ORD"><msub><mrow data-mjx-texclass="INNER"><mo data-mjx-texclass="OPEN">(</mo><mrow data-mjx-texclass="ORD"><mi>C</mi><mi>H</mi><msub><mrow data-mjx-texclass="ORD"></mrow><mn>3</mn></msub></mrow><mo data-mjx-texclass="CLOSE">)</mo></mrow><mn>2</mn></msub></mrow><mi>N</mi><mi>H</mi><mo>&gt;</mo><mi>C</mi><mrow data-mjx-texclass="ORD"><msub><mi>H</mi><mn>3</mn></msub></mrow><mi>N</mi><mrow data-mjx-texclass="ORD"><msub><mi>H</mi><mn>2</mn></msub></mrow><mo>&gt;</mo><mrow data-mjx-texclass="INNER"><mo data-mjx-texclass="OPEN">(</mo><mrow data-mjx-texclass="ORD"><mi>C</mi><mrow data-mjx-texclass="ORD"><msub><mi>H</mi><mn>3</mn></msub></mrow></mrow><mo data-mjx-texclass="CLOSE">)</mo></mrow><msub><mrow data-mjx-texclass="ORD"></mrow><mn>3</mn></msub><mi>N</mi><mo>&gt;</mo><mrow data-mjx-texclass="ORD"><msub><mi>C</mi><mn>6</mn></msub></mrow><mrow data-mjx-texclass="ORD"><msub><mi>H</mi><mn>5</mn></msub></mrow><mi>N</mi><mrow data-mjx-texclass="ORD"><msub><mi>H</mi><mn>2</mn></msub></mrow></math></mjx-assistive-mml></mjx-container></mjx-assistive-mml></mjx-container></mjx-assistive-mml></mjx-container>

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