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Which among the following compound will ...

Which among the following compound will give maximum enol content in solution :

A

`C_(6)H_(6)-overset(O)overset(||)C-CH_(2)-overset(O)overset(||)C-CH_(3)`

B

`CH_(3)-overset(O)overset(||)C-CH_(2)-overset(O)overset(||)C-CH_(3)`

C

`CH_(3)-overset(O)overset(||)C-CH_(2)-CH_(2)-CH_(3)`

D

`CH_(3)-overset(O)overset(||)C-CH_(2)-COOC_(2)H_(5)`

Text Solution

AI Generated Solution

The correct Answer is:
To determine which compound will give the maximum enol content in solution, we need to analyze the stability of the enol form compared to the keto form for each compound. The enol form is favored when it is more stable than the keto form, which is generally the case due to factors such as hydrogen bonding and resonance stabilization. ### Step-by-Step Solution: 1. **Identify the Compounds**: We have four compounds to analyze. Let's denote them as Compound 1, Compound 2, Compound 3, and Compound 4. 2. **Analyze Compound 1**: - Structure: Assume it has a carbonyl group (C=O) with alpha hydrogens. - Stability: The enol form can form hydrogen bonds, which may enhance its stability. 3. **Analyze Compound 2**: - Structure: This compound has a carbonyl group flanked by two alkyl groups. - Stability: The alpha hydrogen is more acidic due to the presence of electron-donating groups. The enol form can also form hydrogen bonds, making it more stable than the keto form. 4. **Analyze Compound 3**: - Structure: This compound has a carbonyl group with two alpha hydrogens. - Stability: The enol form can form hydrogen bonds, but it lacks the additional stabilization factors present in Compound 2. 5. **Analyze Compound 4**: - Structure: This compound has a carbonyl group with an ethoxy group (OC2H5). - Stability: The resonance effect of the ethoxy group decreases the acidity of the alpha hydrogen, making the enol form less stable compared to the keto form. 6. **Compare Stability**: - Compound 1: Moderate enol stability due to hydrogen bonding. - Compound 2: Highest enol stability due to increased acidity and hydrogen bonding. - Compound 3: Lower enol stability due to lack of additional stabilization. - Compound 4: Lowest enol stability due to resonance effects decreasing acidity. 7. **Conclusion**: Based on the analysis, Compound 2 will give the maximum enol content in solution because its enol form is significantly stabilized by the presence of acidic alpha hydrogens and hydrogen bonding. ### Final Answer: **Compound 2 will give the maximum enol content in solution.**
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RESONANCE ENGLISH-GENERAL ORGANIC CHEMISTRY II-Part-II Only One Option Correct Type
  1. Which of the following cannot be a base?

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  2. Select the basic strength order of following molecules ?

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  3. Among the following compounds the strongest acid is:

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  4. Which of the following is not correct decreasing k(a) order .

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  5. Which of the following acids has the smallest value of dissociation co...

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  6. Find the strongest acid among the following compounds is:

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  7. Which of the following options shows the correct order of decreasing a...

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  8. Arrange increasing order of acidic strength of following dibasic acids...

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  9. Arrange above phenol in increasing order of pK(a) value:

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  10. Order of K(a) of following acids is:

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  11. Arrange the following compounds in increasing order of their acidic st...

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  12. , The products will be:

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  13. Which reaction is not feasible ?

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  14. Which of the following will accept H^(+) from NH(4) ion.

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  15. Complete the following reaction

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  16. Keto enol tautomerism is not observed in:

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  17. The enolic form of acetone contains:

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  18. The above molecule can be enolised by which hydrogen ?

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  19. Which among the following compound will give maximum enol content in s...

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  20. Arrange the following in decreasing order of percentage enol content.

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