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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 Techniques3 Marks
Question
Which of the two: O2NCH2CH2O- or CH3CH2O- is expected to be more stable and why?
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Answer

NO2 group is an electron-withdrawing group. Hence, it shows –I effect. By withdrawing the electrons toward it, the NO2 group decreases the negative charge on the compound, thereby stabilising it. On the other hand, ethyl group is an electron-releasing group. Hence, the ethyl group shows +I effect. This increases the negative charge on the compound, thereby destabilising it. Hence, O2NCH2CH2O- is expected to be more stable than CH3CH2O-.

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  2. $\text{CH}_3-\text{CH}_2-\text{CH}-\text{CH}_3\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ |\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{OH}$

  3. $\ \ \ \ \ \ \ \ \ \ \ \ \text{CH}_3\\\ \ \ \ \ \ \ \ \ \ \ \ \ |\\\text{CH}_3-\text{C}-\text{CH}_3\\\ \ \ \ \ \ \ \ \ \ \ \ \ |\\\ \ \ \ \ \ \ \ \ \ \ \ \text{OH}$

  4. $\text{CH}_3-\text{CH}-\text{CH}_2-\text{OH}\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ |\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{CH}_3$

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  6. $\text{CH}_3-\text{O}-\text{CH}_2-\text{CH}_2-\text{CH}_3$

  7. $\text{CH}_3-\text{O}-\text{CH}-\text{CH}_3\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ |\\\ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \ \text{CH}_3$

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