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कर्नाटक बोर्ड पी.यू.सी.पीयूसी विज्ञान 2nd PUC Class 12

Account for the following: pKb of aniline is more than that of methylamine. - Chemistry

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प्रश्न

Account for the following:

pKb of aniline is more than that of methylamine.

रासायनिक समीकरणे/रचना
लघु उत्तर
सविस्तर उत्तर
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उत्तर १

The one which has less basicity has more pKb. The pKb of aniline is more than that of methylamine because aniline has five resonance structures, due to which the unshared electron pair of the nitrogen atom present in it gets delocalized on the benzene ring. This reduces the electron density and aniline does not donate electrons; i.e., the basicity of aniline is less.

On the other hand, the presence of a methyl group in methylamine increases the +I effect, due to which the electron density on the nitrogen atom increases and it readily donates electrons, i.e., methylamine is more basic. Therefore, the pKb of aniline is more than that of methylamine.

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उत्तर २

In aniline, the lone pair of electrons on the N atom is delocalized over the benzene ring. As a result, the electron density of nitrogen decreases. In contrast, in CH3NH2 (+I) effect of CH3 increases the electron density on the N atom. Therefore, aniline is a weaker base than methylamine, and hence its pKb value is higher than that of methylamine.

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पाठ 9: Amines - Exercises [पृष्ठ २७८]

संबंधित प्रश्‍न

Convert aniline into 1, 3, 5-tribromobenzene.


Write the IUPAC name of the following compound and classify it as primary, secondary and tertiary amine.

CH3(CH2)2NH2


Write the IUPAC name of the following compound and classify it as primary, secondary and tertiary amine.

C6H5NHCH3


Write the IUPAC name of the following compound and classify it as primary, secondary and tertiary amine.

m−BrC6H4NH2


Give one chemical test to distinguish between the following pair of compounds.

Methylamine and dimethylamine


Give one chemical test to distinguish between the following pair of compounds.

Ethylamine and aniline


Account for the following:

Ethylamine is soluble in water, whereas aniline is not.


How will you convert methanol to ethanoic acid?


Accomplish the following conversion:

Aniline to 2, 4, 6-tribromofluorobenzene


An aromatic compound ‘A’ on treatment with aqueous ammonia and heating forms compound ‘B’ which on heating with Br2 and KOH forms a compound ‘C’ of molecular formula C6H7N. Write the structures and IUPAC names of compounds A, B and C.


Complete the following reaction:

\[\ce{C6H5NH2 + H2SO4 (conc.)}\]


Complete the following reaction:

\[\ce{C6H5NH2 + Br2 (aq) ->}\]


Complete the following reaction:

\[\ce{C6H5N2Cl ->[(i) HBF4][(ii) NaNO2/Cu, \Delta]}\]


Give reasons  Although –NH2 is o/p directing group, yet aniline on nitration gives a significant amount of m-nitroaniline


Write the structure of 2,4-dinitrochlorobenzene


Do the following conversions in not more than two steps:

\[\begin{array}{cc}
\ce{CH3CN to CH3 - C - CH3}\\
\phantom{...........}||\\
\phantom{...........}\ce{O}
\end{array}\]


Do the following conversions in not more than two steps:


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