Why is aniline weaker base than cyclohexylamine? from Chemistry

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 Multiple Choice QuestionsShort Answer Type

151.

Give the structure of Triethyl methyl ammonium hydroxide.

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152. Explain Gabriel phthalimide synthesis.
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153.

Prepare n-butylamine by Gabriel synthesis.

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154.

Write the chemical equations for the following conversions:
C2H5Cl into C2H5CH2NH2

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155.

Write the chemical equations for the following conversions:

C6H5H2Cl into C6H5CH2CH2NH2

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156.

Write structure and IUPAC name of the amide which gives propanamine by Hoffmann bromamide reaction.

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157.

Write structure and IUPAC name of the amide produced by the Hoffmann degradation of benzamide.

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158. Why is aniline weaker base than cyclohexylamine?


In aniline (C6H5NH2), the phenyl group (C6H5) is an electron withdrawing group and therefore decreases electron availability on the nitrogen of - NH2 group and thus makes it a weaker base. In cyclohexylamine, the cyclohexyl group (non-aromatic) is an electron releasing group and thus increases electron density on the nitrogen of - NH2 group and makes it a stronger base than aniline (Inductive effect).



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159.

How will you make the following conversions?
Ethanoic acid to Diethylamine.

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160.

How will you make the following conversions?
Ethanoic acid to Dimethylamine

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