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Which is the decreasing order of stabili...

Which is the decreasing order of stability
(a). `CH_(3)-overset(+)(C)H-CH_(3)`
(b). `CH_(3)-overset(+)(C)H-O-CH_(3)`
(c). `CH_(3)_overset(+)(C)H-CO-CH_(3)`

A

agtcgtb

B

agtbgtc

C

cgtbgta

D

bgtagtc

Text Solution

AI Generated Solution

The correct Answer is:
To determine the decreasing order of stability for the given carbocations, we need to analyze the effects of substituents on the stability of the carbocation in each case. ### Step-by-step Solution: 1. **Identify the Structures**: - (a) `CH3-CH^+(C)-CH3` (Carbocation with two methyl groups) - (b) `CH3-CH^+(C)-O-CH3` (Carbocation with a methoxy group) - (c) `CH3-CH^+(C)-CO-CH3` (Carbocation with a carbonyl group) 2. **Analyze Stability Factors**: - **Carbocation Stability**: The stability of carbocations is influenced by the ability of substituents to donate electron density to the positively charged carbon. - **Inductive Effect**: Alkyl groups (like methyl) have a +I (inductive) effect, which helps to stabilize the positive charge. - **Resonance Effect**: Groups like -O (methoxy) can stabilize the carbocation through resonance, which is a significant stabilizing factor. 3. **Evaluate Each Carbocation**: - **For (a)**: The carbocation is stabilized by the +I effect from the two methyl groups. However, there is no resonance stabilization. - **For (b)**: The positive charge is adjacent to an oxygen atom with a lone pair. This allows for resonance stabilization, where the lone pair can delocalize the positive charge, making this carbocation the most stable. - **For (c)**: The carbonyl group (C=O) has a strong electronegative oxygen that pulls electron density away from the carbocation, increasing the positive charge density and thus destabilizing it. Therefore, this is the least stable carbocation. 4. **Rank the Stability**: - Based on the analysis: - (b) `CH3-CH^+(C)-O-CH3` is the most stable due to resonance stabilization. - (a) `CH3-CH^+(C)-CH3` is next, stabilized by the +I effect from the methyl groups. - (c) `CH3-CH^+(C)-CO-CH3` is the least stable due to the electron-withdrawing effect of the carbonyl group. ### Final Order of Stability: (b) > (a) > (c)
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Knowledge Check

  • Which is 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
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    B
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    C
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    D
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    A
    `I gt II gt III`
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  • Arrange the following in increasing order of stability (CH_(3))_(2)overset(o+)(C)-CH_(2)-CH_(3) (2) (CH_(3))_(3)overset(o+)(C) (3) (CH_(3))_(2)overset(o+)(C)H (4) CH_(3)overset(o+)(C)H_(2) (5) overset(o+)(C)H_(2)

    A
    `5 lt 4 lt 3 lt 1 lt 2`
    B
    `4 lt 5 lt 3 lt 1 lt 2`
    C
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    D
    `5 lt 4 lt 3 lt 2 lt 1`
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