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The order of decreasing stability of the...

The order of decreasing stability of the following cations is :
`CH_(3)underset((I))overset(+)CHCH_(3),CH_(3)underset((II))overset(+)CHOCH_(3),CH_(3)overset(+)CHunderset((III))COCH_(3)`

A

`IIIgtIIgtI`

B

`IgtIIgtIII`

C

`IIgtIgtIII`

D

`IgtIIIgtII`

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The correct Answer is:
To determine the order of decreasing stability of the given cations, we will analyze each cation based on the effects of substituents and hyperconjugation. ### Step 1: Analyze the first cation, \( CH_3-CH^+-CH_3 \) - This cation has a positive charge on a secondary carbon (the carbon with the positive charge is attached to two other carbon atoms). - It has a total of 6 alpha hydrogens (3 from each methyl group). - The stability of this cation can be attributed to hyperconjugation, where the adjacent C-H bonds can donate electron density to the positively charged carbon, stabilizing it. **Hint:** Look for the number of alpha hydrogens and the type of carbon (primary, secondary, tertiary) to assess stability. ### Step 2: Analyze the second cation, \( CH_3-CH^+-OCH_3 \) - In this cation, the positive charge is also on a secondary carbon. - The presence of the \( OCH_3 \) group introduces a mesomeric effect (resonance) where the oxygen can donate electron density through resonance, further stabilizing the positive charge on the carbon. - This cation is more stable than the first one due to the additional stabilization from the electron-donating effect of the \( OCH_3 \) group. **Hint:** Consider the presence of electron-donating groups and their resonance effects when evaluating stability. ### Step 3: Analyze the third cation, \( CH_3-CH^+-C(=O)-CH_3 \) - Here, the positive charge is on a secondary carbon adjacent to a carbonyl group (C=O). - The carbonyl group is an electron-withdrawing group due to its electronegativity and resonance effects, which destabilizes the positive charge on the adjacent carbon. - This cation is the least stable among the three due to the destabilizing effect of the carbonyl group. **Hint:** Identify electron-withdrawing groups and their impact on cation stability. ### Conclusion: Order of Stability Based on the analysis: 1. The second cation \( CH_3-CH^+-OCH_3 \) is the most stable due to resonance stabilization. 2. The first cation \( CH_3-CH^+-CH_3 \) is next in stability due to hyperconjugation. 3. The third cation \( CH_3-CH^+-C(=O)-CH_3 \) is the least stable due to the electron-withdrawing effect of the carbonyl group. ### Final Order of Decreasing Stability The order of decreasing stability of the cations is: \[ CH_3-CH^+-OCH_3 > CH_3-CH^+-CH_3 > CH_3-CH^+-C(=O)-CH_3 \]

To determine the order of decreasing stability of the given cations, we will analyze each cation based on the effects of substituents and hyperconjugation. ### Step 1: Analyze the first cation, \( CH_3-CH^+-CH_3 \) - This cation has a positive charge on a secondary carbon (the carbon with the positive charge is attached to two other carbon atoms). - It has a total of 6 alpha hydrogens (3 from each methyl group). - The stability of this cation can be attributed to hyperconjugation, where the adjacent C-H bonds can donate electron density to the positively charged carbon, stabilizing it. **Hint:** Look for the number of alpha hydrogens and the type of carbon (primary, secondary, tertiary) to assess stability. ...
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HIMANSHU PANDEY-GENERAL ORGANIC CHEMISTRY-Subjective Type Problems
  1. The order of decreasing stability of the following cations is : CH(3...

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  2. Which of the following systems are conjugated?

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  3. Draw all reasonable resonance structures for each species.

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  4. Draw all reasonable resonance structures for each species.

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  5. Determine the hybridization at the carbon atom indicated in each speci...

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  6. Explain each statement using resonance theory. (a) The indicated C-...

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  7. Rank the following dienes in order of increasin heat of hydrogenation.

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  8. How many pi electrons are contained in each molecule ?

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  9. Which compaounds are aromatic? For any compound that is not aromatic, ...

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  10. Which of the following heterocycles are aromatic?

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  11. Lebel each compound as aromatic, antiaromatic, or not aromatic. Assume...

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  12. Hydrocarbons A and B both possess a significant dipolel, even though e...

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  13. Rank the indicated C-C bonds in order of increasing bond length, and e...

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  14. The purine heterocycle occurs commonly in the structure of DNA. (a) ...

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  15. (a) How many pi electrons does C contion? (b) How many pi electrons ...

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  16. Draw additional resonance structure for each species.

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  17. The carbon-carbon bond lengths in naphthalene are not equal. Use a res...

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  18. Which compound in each pair is the stronger acid?

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  19. Treatment of indene with NaNH(2) forms its conjugate base in a Bronste...

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  20. Draw the conjugate bases of pyrrole and cyclopentadiene. Explain why t...

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