a. Draw the resonance structures: 00 oe b. Explain the observation. Why is one more stable than the other?

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3. Resonance can be used to explain the relative stabilities of the two "phenoxide" ions
shown below. Draw the resonance structures of each ion and based on those structures,
explain why one is more stable than the other.
90
more stable
a. Draw the resonance structures:
00
oe
less stable
b. Explain the observation. Why is one more stable than the other?
Transcribed Image Text:3. Resonance can be used to explain the relative stabilities of the two "phenoxide" ions shown below. Draw the resonance structures of each ion and based on those structures, explain why one is more stable than the other. 90 more stable a. Draw the resonance structures: 00 oe less stable b. Explain the observation. Why is one more stable than the other?
Expert Solution
Step 1

b) 4-nitro phenoxide ion: Negative charge on O atom is take part in resonance through benzene ring with -NO2 group that leads to produce six resonating structures.

For phenoxide ion: Negative charge on O atom is take part in resonance with benzene ring only that leads to produce five resonating structures.

With increasing the number of resonating structures, stability of species increases.

Hence

4-nitro phenoxide ion is more stable than phenoxide ion.

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