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Base strength of (1) H(3)Coverset(The...

Base strength of
`(1) H_(3)Coverset(Theta)(C)H_(2), (2) H_(2)C=overset(Theta)(C)H` and (3) `H-C-=overset(Theta)(C)` is in the order of

A

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

B

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

C

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

D

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

Text Solution

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The correct Answer is:
To determine the base strength of the given species: 1. \( \text{H}_3\text{C}-\overset{\Theta}{\text{C}}-\text{H}_2 \) (which is \( \text{CH}_3\text{CH}_2^- \)) 2. \( \text{H}_2\text{C}=\overset{\Theta}{\text{C}}-\text{H} \) (which is \( \text{CH}_2=\overset{\Theta}{\text{C}}^- \)) 3. \( \text{H}-\overset{\Theta}{\text{C}} \) (which is \( \text{HC} \equiv \overset{\Theta}{\text{C}}^- \)) We will analyze the basic strength based on the acidity of their corresponding conjugate acids. ### Step 1: Identify the conjugate acids - For \( \text{CH}_3\text{CH}_2^- \), the conjugate acid is \( \text{CH}_3\text{CH}_3 \). - For \( \text{CH}_2=\overset{\Theta}{\text{C}}^- \), the conjugate acid is \( \text{CH}_2=\overset{\Theta}{\text{C}} \) (which is \( \text{C}_2\text{H}_4 \)). - For \( \text{HC} \equiv \overset{\Theta}{\text{C}}^- \), the conjugate acid is \( \text{HC} \equiv \overset{\Theta}{\text{C}} \) (which is \( \text{C}_2\text{H}_2 \)). ### Step 2: Determine the acidity of the conjugate acids - The acidity of the conjugate acids can be compared based on the hybridization of the carbon atoms: - \( \text{CH}_3\text{CH}_3 \) (sp³ hybridized) has 25% s-character. - \( \text{C}_2\text{H}_4 \) (sp² hybridized) has 33% s-character. - \( \text{C}_2\text{H}_2 \) (sp hybridized) has 50% s-character. ### Step 3: Order the acidity based on s-character - The order of acidity based on s-character is: - \( \text{C}_2\text{H}_2 \) (most acidic, sp hybridized) - \( \text{C}_2\text{H}_4 \) (moderately acidic, sp² hybridized) - \( \text{CH}_3\text{CH}_3 \) (least acidic, sp³ hybridized) ### Step 4: Determine the order of basic strength - Since stronger acids have weaker conjugate bases, the order of basic strength will be the opposite of the order of acidity: - \( \text{CH}_3\text{CH}_2^- \) (strongest base) - \( \text{CH}_2=\overset{\Theta}{\text{C}}^- \) (moderate base) - \( \text{HC} \equiv \overset{\Theta}{\text{C}}^- \) (weakest base) ### Conclusion Thus, the order of base strength is: \[ \text{CH}_3\text{CH}_2^- > \text{CH}_2=\overset{\Theta}{\text{C}}^- > \text{HC} \equiv \overset{\Theta}{\text{C}}^- \] ### Final Answer The correct order is \( 1 > 2 > 3 \), which corresponds to option B. ---

To determine the base strength of the given species: 1. \( \text{H}_3\text{C}-\overset{\Theta}{\text{C}}-\text{H}_2 \) (which is \( \text{CH}_3\text{CH}_2^- \)) 2. \( \text{H}_2\text{C}=\overset{\Theta}{\text{C}}-\text{H} \) (which is \( \text{CH}_2=\overset{\Theta}{\text{C}}^- \)) 3. \( \text{H}-\overset{\Theta}{\text{C}} \) (which is \( \text{HC} \equiv \overset{\Theta}{\text{C}}^- \)) We will analyze the basic strength based on the acidity of their corresponding conjugate acids. ### Step 1: Identify the conjugate acids ...
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