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Assertion: (C(2)H(5))(3)N is less basic ...

Assertion: `(C_(2)H_(5))_(3)N` is less basic than trimethylamine `(CH_(3))_(3)N`
Reason: Due to hyperconjugation of `C_(2)H_(5)` is less than methyl.

A

If both assertion and reason are true and reason is the correct explanation of assertion.

B

If both assertion and reason are true but reason is not the correct explanation of assertion.

C

if assertion is true but reason is false.

D

If both assertion and reason are false.

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question, we need to analyze both the assertion and the reason provided. ### Step-by-Step Solution: 1. **Understanding the Assertion**: - The assertion states that triethylamine \((C_2H_5)_3N\) is less basic than trimethylamine \((CH_3)_3N\). - Basicity in amines is influenced by the availability of the lone pair of electrons on the nitrogen atom for donation. 2. **Structure of Triethylamine**: - Triethylamine has three ethyl groups attached to the nitrogen atom. - The nitrogen atom has a lone pair of electrons that can be donated to accept protons (H⁺). 3. **Structure of Trimethylamine**: - Trimethylamine has three methyl groups attached to the nitrogen atom. - Similar to triethylamine, the nitrogen atom has a lone pair available for donation. 4. **Inductive Effect**: - Both ethyl and methyl groups exhibit a +I (inductive) effect, which increases the electron density on the nitrogen. - However, the +I effect of ethyl groups is stronger than that of methyl groups due to the larger size and greater electron-releasing ability of the ethyl group. 5. **Steric Hindrance**: - Triethylamine has larger ethyl groups compared to the smaller methyl groups in trimethylamine. - The presence of three bulky ethyl groups around the nitrogen creates steric hindrance, which makes it more difficult for the nitrogen to donate its lone pair of electrons. 6. **Conclusion on Basicity**: - Although triethylamine has a stronger +I effect, the steric hindrance from the bulky ethyl groups reduces its basicity. - Therefore, triethylamine is indeed less basic than trimethylamine. 7. **Understanding the Reason**: - The reason provided states that the basicity difference is due to hyperconjugation of \(C_2H_5\) being less than that of methyl. - This statement is incorrect because the basicity difference is primarily due to steric hindrance, not hyperconjugation. 8. **Final Evaluation**: - The assertion is true (triethylamine is less basic than trimethylamine). - The reason is false (the basicity difference is not due to hyperconjugation). ### Answer: - The correct option is that the assertion is true, but the reason is false.
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Knowledge Check

  • The carbocation CH_(3)overset(+)(C)HCH_(3) is less stable than

    A
    `CH_(3)CH_(2)overset(+)(C)H_(2)`
    B
    `overset(+)(C)H_(2)`
    C
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    D
    `CH_(3)overset(+)(C)H_(2)`
  • The species CH_(3)overset(+)(C)HCH_(3) is less stable than :

    A
    `(CH_(3))_(3)C^(+)`
    B
    `CH_(3)CH_(2)overset(+)(C)H_(2)`
    C
    `CH_(3)overset(+)(C)H_(2)`
    D
    `CH_(3)^(+)`
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