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Explain why nucleophilic substitution re...

Explain why nucleophilic substitution reactions are not very common in phenols.

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Resonance is an important factor in phenols. During resonance -OH group in phenol gives its electrons to the benzene ring. As a result of this, the electron density on benzene ring is very high. This increased electron density repels nucleophiles.
Therefore, nucleophiles cannot attack the benzene ring and phenols usually do not give nucleophilic substitution reaction.
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NCERT EXEMPLAR-ALCOHOLS, PHENOLS AND ETHERS-Alcohols, Phenols And Ethers
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  2. Explain why is OH group in phenols more strongly held as compared to O...

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  4. Preparation of alcohols from alkenes involves the electrophilic attack...

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  5. Explain why is O=C=O non polar while R-O-R is polar ?

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  6. Why is the reactivity of all the three classes of alcohols with conc. ...

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  7. Write steps to carry out the conversion of phenol to aspirin.

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  8. Nitration is an example of aromatic electrophilic substitution and its...

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  9. In Kolbe's reactio insteaded of phenol, phenoxide ion is treated with ...

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  10. Dipole moment of phenol is smaller than that of methanol. Why ?

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  11. Ethers can be prepared by Williamson synthesis in which an alkyl halid...

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  12. Why is the C-O-H bond angle in alcohols slightly less than the tetrahe...

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  13. Explain why low molecular mass alcohols are soluble in water ?

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  14. Explain why p-nitrophenol is more acidic than phenol ?

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  15. Explain why alcohols and ethers of comparable molecular mass have diff...

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  16. The carbon-oxygen bond in phenol is slightly stronger than that in met...

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  17. Arrange water, ethanol and phenol in increasing order of acidity and g...

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  19. Match the starting material given in Column I with the products formed...

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  20. Match the items of Column I with items of Column II.

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