Questions: Which is the stronger base? CH3CH2CH2COO^- CH3CH2CH2NH2

Which is the stronger base? CH3CH2CH2COO^- CH3CH2CH2NH2
Transcript text: Which is the stronger base? $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{COO}^{-}$ $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{NH}_{2}$
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Solution

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Solution Steps

Step 1: Identify the Functional Groups

The two compounds given are:

  1. $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{COO}^{-}$, which is a carboxylate ion (the conjugate base of a carboxylic acid).
  2. $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{NH}_{2}$, which is a primary amine.
Step 2: Compare Basicity of Carboxylate Ion and Amine

Carboxylate ions are the conjugate bases of carboxylic acids, which are relatively strong acids. Therefore, carboxylate ions are weak bases.

Amines, on the other hand, are known to be stronger bases because the lone pair on the nitrogen atom can readily accept a proton.

Step 3: Determine the Stronger Base

Since amines are generally stronger bases than carboxylate ions, $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{NH}_{2}$ is the stronger base compared to $\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{COO}^{-}$.

Final Answer

\(\boxed{\mathrm{CH}_{3} \mathrm{CH}_{2} \mathrm{CH}_{2} \mathrm{NH}_{2}}\) is the stronger base.

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