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Which of the Two: O2nch2ch2o– Or Ch3ch2o– is Expected to Be More Stable and Why? - CBSE (Science) Class 11 - Chemistry

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Question

Which of the two: O2NCH2CH2O or CH3CH2O is expected to be more stable and why?

Solution 1

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.

Solution 2

O2N——<——- CH2——<——- CH2 —<——- O is more stable than CH3——<——-CH2——<——-O- because NO2 group has -I-effect and hence it tends to disperse the -ve charge on the O-atom. In contrast, CH3CH2 has +I-effect. It, therefore, tends to intensify the -ve charge and hence destabilizes it.

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 NCERT Solution for Chemistry Textbook for Class 11 (2018 to Current)
Chapter 12: Organic Chemistry - Some Basic Principles and Techniques
Q: 9 | Page no. 362
Solution Which of the Two: O2nch2ch2o– Or Ch3ch2o– is Expected to Be More Stable and Why? Concept: Fundamental Concepts in Organic Reaction Mechanism - Inductive Effect.
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