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Arrange following carbocation in the dec...

Arrange following carbocation in the decreasing order of stability
(i) `CH_3-overset(+)CH-CH_3`
(ii) `CH_3-overset(+)CH-O-CH_3`
(iii) `CH_3-overset(+)(CH)-CO-CH_3`

A

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

B

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

C

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

D

`(i) lt(ii) lt(iii)`

Text Solution

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The correct Answer is:
To arrange the given carbocations in decreasing order of stability, we need to analyze the structure and the effects of the substituents on the stability of each carbocation. ### Step 1: Identify the carbocations The given carbocations are: 1. (i) `CH3-CH^+-CH3` (Carbocation 1) 2. (ii) `CH3-CH^+-O-CH3` (Carbocation 2) 3. (iii) `CH3-CH^+-C(=O)-CH3` (Carbocation 3) ### Step 2: Analyze Carbocation 1 For Carbocation 1 (`CH3-CH^+-CH3`): - This carbocation is a secondary carbocation. - It is stabilized by the +I (inductive) effect of the two methyl (CH3) groups. - The positive charge on the carbon is somewhat stabilized by the electron-donating effect of the adjacent carbon atoms. ### Step 3: Analyze Carbocation 2 For Carbocation 2 (`CH3-CH^+-O-CH3`): - This carbocation is also a secondary carbocation. - The oxygen atom has a lone pair that can participate in resonance (mesomeric effect) with the carbocation. - This resonance stabilization makes this carbocation more stable than Carbocation 1. ### Step 4: Analyze Carbocation 3 For Carbocation 3 (`CH3-CH^+-C(=O)-CH3`): - This carbocation is also a secondary carbocation. - However, the carbonyl group (C=O) is an electron-withdrawing group due to its -I (inductive) effect and -M (mesomeric) effect. - This means that it destabilizes the carbocation by pulling electron density away from the positively charged carbon, making it the least stable of the three. ### Step 5: Arrange in Decreasing Order of Stability Based on the analysis: - Carbocation 2 (`CH3-CH^+-O-CH3`) is the most stable due to resonance stabilization. - Carbocation 1 (`CH3-CH^+-CH3`) is next, stabilized by the +I effect of the methyl groups. - Carbocation 3 (`CH3-CH^+-C(=O)-CH3`) is the least stable due to the electron-withdrawing effect of the carbonyl group. ### Final Order The decreasing order of stability is: **(ii) > (i) > (iii)**
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