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Arrange the following acid in decreasing...

Arrange the following acid in decreasing order of their acidic strength :
(I) `CH_(3)-OH` (II) `CH_(3)CH_(2)-OH`
(III) `CH_(3)-underset(CH_(3))underset(|)(CH)-OH` (IV) `CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)(C)-OH`

A

(a)`II gt III gt IV gt I`

B

(b)`I gt II gt III gt IV`

C

(c)`I gt III gt II gt IV`

D

(d)`II gt IV gt III gt I`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the decreasing order of acidic strength for the given alcohols, we need to analyze the stability of the corresponding alkoxide ions formed when each alcohol donates a proton (H⁺). The more stable the alkoxide ion, the stronger the acid. ### Step-by-Step Solution: 1. **Identify the Alcohols and Their Alkoxide Ions**: - (I) `CH₃OH` → Alkoxide: `CH₃O⁻` - (II) `CH₃CH₂OH` → Alkoxide: `CH₃CH₂O⁻` - (III) `CH₃C(CH₃)₂OH` → Alkoxide: `CH₃C(CH₃)₂O⁻` - (IV) `CH₃C(CH₃)₃OH` → Alkoxide: `CH₃C(CH₃)₃O⁻` 2. **Analyze the Alkoxide Stability**: - The stability of the alkoxide ion is influenced by the electron-donating or electron-withdrawing effects of the substituents attached to the carbon atom bearing the negative charge. - Alkyl groups (like CH₃) are electron-donating due to the +I (inductive) effect, which increases the negative charge on the alkoxide ion, thus destabilizing it. 3. **Stability Comparison**: - For `CH₃O⁻` (from (I)), there is one CH₃ group donating electrons. - For `CH₃CH₂O⁻` (from (II)), there are two CH₃ groups donating electrons, making it less stable than (I). - For `CH₃C(CH₃)₂O⁻` (from (III)), there are three CH₃ groups, which further destabilizes the ion due to increased negative charge. - For `CH₃C(CH₃)₃O⁻` (from (IV)), there are four CH₃ groups, leading to the highest destabilization of the alkoxide ion. 4. **Order of Stability**: - The order of stability of the alkoxide ions (and thus the order of acidic strength) is: - (I) `CH₃O⁻` > (II) `CH₃CH₂O⁻` > (III) `CH₃C(CH₃)₂O⁻` > (IV) `CH₃C(CH₃)₃O⁻` 5. **Final Order of Acidic Strength**: - Therefore, the decreasing order of acidic strength is: - (I) > (II) > (III) > (IV) - In terms of the original compounds, the order is: - `CH₃OH` > `CH₃CH₂OH` > `CH₃C(CH₃)₂OH` > `CH₃C(CH₃)₃OH` ### Conclusion: The final answer is: 1. `CH₃OH` (I) 2. `CH₃CH₂OH` (II) 3. `CH₃C(CH₃)₂OH` (III) 4. `CH₃C(CH₃)₃OH` (IV)
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