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Organic Chemistry: Some Basic Principles and Techniques — Chemistry STD 11 Science — Question

Rajasthan BoardEnglish MediumSTD 11 ScienceChemistryOrganic Chemistry: Some Basic Principles and Techniques2 Marks
Question
Which of the two structures A and B given below is more stabilised by resonance.
Explain $\text{CH}_3\text{COOH}\\ \ \ \ \ \ \ \ \ \text{A}$ and $\text{CH}_3\stackrel{ \ \ \ \ \ \ \ \ \ \ominus}{\text{COO}}\\ \ \ \ \ \ \ \ \ \text{B}$
✓

Answer

Resonating structures of A and B are as follows:

Structure (II) is less stable than structure (I) because later carries separation of positive and negative charges. Therefore, contribution of structure (II) is less than that of (1) towards the resonance hybrid of compound (A), i.e. CH3COOH. On contrary, structure (III) and (IV) are of equal energy and hence contribute equally towards the resonance hybrid of compound (B). Therefore, structure (B) is more stable than structure (A) i.e. $\text{CH}_3\stackrel{ \ \ \ \ \ \ \ \ \ \ominus}{\text{COO}}.$

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