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The decreasing order of strength of the ...

The decreasing order of strength of the bases, `OH^(-), NH_(2)^(-), H-C-=C^(-)` and `CH_(3)-CH_(2)^(-)`:

A

`CH_(3)-CH_(2)^(-) gt NH_(2)^(-) gt H-C -=C^(-)gt OH^(-) `

B

`H-C-=C^(-) gt CH_(3)-CH_(2)^(-) gt NH_(2)^(-)gt OH^(-)`

C

`OH^(-) gt NH_(2)^(-) gt H-C-=C^(-) gt CH_(3)-CH_(2)`

D

`NH_(2)^(-) gt H-C-=C^(-) gt OH^(-) gt CH_(3)-CH_(2)`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the decreasing order of strength of the bases among `OH^(-)`, `NH2^(-)`, `H-C≡C^(-)`, and `CH3-CH2^(-)`, we will analyze the stability of the negative charge on each species. The strength of a base is inversely proportional to the stability of the negative charge; the less stable the negative charge, the stronger the base. ### Step-by-Step Solution: 1. **Identify the Bases**: The bases given are: - `OH^(-)` (hydroxide ion) - `NH2^(-)` (amide ion) - `H-C≡C^(-)` (acetylide ion) - `CH3-CH2^(-)` (ethyl ion) 2. **Analyze Stability of Negative Charge**: - **`OH^(-)`**: The negative charge is on oxygen, which is highly electronegative and can stabilize the negative charge well. Thus, it is relatively stable. - **`NH2^(-)`**: The negative charge is on nitrogen, which is less electronegative than oxygen but more electronegative than carbon. Therefore, it is less stable than `OH^(-)`. - **`H-C≡C^(-)`**: The negative charge is on a carbon atom that is part of a triple bond (sp hybridized), making it more electronegative than sp² or sp³ hybridized carbons. This makes it more stable than `NH2^(-)`. - **`CH3-CH2^(-)`**: The negative charge is on a sp³ hybridized carbon, which is the least electronegative of all the atoms involved. This makes it the least stable. 3. **Rank the Stability of Negative Charges**: - Most stable: `OH^(-)` (due to high electronegativity of oxygen) - Second: `H-C≡C^(-)` (due to sp hybridization) - Third: `NH2^(-)` (less stable than `H-C≡C^(-)`) - Least stable: `CH3-CH2^(-)` (least electronegative carbon) 4. **Determine the Order of Basicity**: - Since the strength of a base is inversely proportional to the stability of the negative charge, we reverse the stability order to find the basicity order: - Most basic: `CH3-CH2^(-)` (least stable) - Next: `NH2^(-)` - Then: `H-C≡C^(-)` - Least basic: `OH^(-)` (most stable) 5. **Final Order of Basicity**: - The final order of strength of the bases from strongest to weakest is: - `CH3-CH2^(-) > NH2^(-) > H-C≡C^(-) > OH^(-)` ### Conclusion: The decreasing order of strength of the bases is: `CH3-CH2^(-) > NH2^(-) > H-C≡C^(-) > OH^(-)`
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