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Base strength of (i) CH3CH2^(-) (ii)...

Base strength of
(i) `CH_3CH_2^(-)`
(ii) `CH_2=CH^(-)`
(iii) `CH-=C^(-)`

A

`(iii)gt(ii)gt(i)`

B

`(i)gt(iii)gt(ii)`

C

`(i)gt(ii)gt(iii)`

D

`(ii)gt(i)gt(iii)`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the base strength of the given anions, we need to analyze their conjugate acids and compare their acidity. The stronger the conjugate acid, the weaker the corresponding base. ### Step-by-Step Solution: 1. **Identify the Bases and Their Conjugate Acids**: - (i) The base is `CH3CH2^-` (ethyl anion). - Conjugate acid: Ethane (`CH3CH3`). - (ii) The base is `CH2=CH^-` (vinyl anion). - Conjugate acid: Ethylene (`CH2=CH2`). - (iii) The base is `CH≡C^-` (acetylide anion). - Conjugate acid: Acetylene (`CH≡CH`). 2. **Determine the Hybridization of Each Conjugate Acid**: - Ethane (`CH3CH3`): The carbon atoms are sp³ hybridized. - Ethylene (`CH2=CH2`): The carbon atoms are sp² hybridized. - Acetylene (`CH≡CH`): The carbon atoms are sp hybridized. 3. **Analyze the s-character of Each Hybridization**: - sp³ hybridization (Ethane): 25% s-character. - sp² hybridization (Ethylene): 33% s-character. - sp hybridization (Acetylene): 50% s-character. 4. **Relate s-character to Acidity**: - The greater the s-character, the more electronegative the carbon atom becomes, which leads to a stronger C-H bond and thus a more acidic hydrogen. - Therefore, the order of acidity based on s-character is: - Acetylene > Ethylene > Ethane. 5. **Determine the Order of Base Strength**: - Since a stronger conjugate acid corresponds to a weaker base, we can conclude: - The base strength order is the reverse of the acidity order: - `CH≡C^-` (acetylide anion) < `CH2=CH^-` (vinyl anion) < `CH3CH2^-` (ethyl anion). ### Conclusion: The order of base strength is: **CH≡C^- < CH2=CH^- < CH3CH2^-**

To determine the base strength of the given anions, we need to analyze their conjugate acids and compare their acidity. The stronger the conjugate acid, the weaker the corresponding base. ### Step-by-Step Solution: 1. **Identify the Bases and Their Conjugate Acids**: - (i) The base is `CH3CH2^-` (ethyl anion). - Conjugate acid: Ethane (`CH3CH3`). - (ii) The base is `CH2=CH^-` (vinyl anion). ...
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