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among the following four compounds (i)...

among the following four compounds
(i) phenol (ii) methylphenol
(iii) meta - nitrophenol (iv) para - nitrophenol
the acidity order is:

A

`ii gtigtiiigtiv`

B

`ivgtiiigtigtii`

C

`iiigtivigtigtii`

D

`igtivgtiiigtii`

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The correct Answer is:
To determine the acidity order of the given compounds (i) phenol, (ii) methylphenol, (iii) meta-nitrophenol, and (iv) para-nitrophenol, we need to analyze how the substituents on the benzene ring affect the stability of the conjugate base formed after deprotonation (loss of H⁺). ### Step-by-Step Solution: 1. **Understanding Acidity**: - The acidity of a compound is determined by how easily it can lose a proton (H⁺). The more stable the conjugate base (the species that remains after losing H⁺), the stronger the acid. 2. **Identifying the Compounds**: - (i) **Phenol**: Contains a hydroxyl (-OH) group attached to a benzene ring. - (ii) **Methylphenol**: Contains a methyl (-CH₃) group and a hydroxyl (-OH) group on the benzene ring. The position of the methyl group can affect acidity, but we will consider it at the ortho position for this analysis. - (iii) **Meta-nitrophenol**: Contains a nitro (-NO₂) group and a hydroxyl (-OH) group on the benzene ring. - (iv) **Para-nitrophenol**: Similar to meta-nitrophenol but the nitro group is in the para position relative to the hydroxyl group. 3. **Analyzing the Stability of Conjugate Bases**: - **Phenol**: When phenol loses H⁺, it forms phenoxide ion (C₆H₅O⁻). This ion is relatively stable due to resonance stabilization. - **Methylphenol**: The methyl group is an electron-donating group (+I effect), which destabilizes the phenoxide ion by increasing electron density on the oxygen. Thus, methylphenol is less acidic than phenol. - **Meta-nitrophenol**: The nitro group is an electron-withdrawing group (-M effect), which stabilizes the conjugate base through resonance. However, its effect is less pronounced compared to the para position. - **Para-nitrophenol**: The nitro group is positioned to exert a strong -M effect, pulling electron density away from the oxygen in the conjugate base, making it more stable than the meta form. 4. **Comparing Acidity**: - **Order of Acidity**: - Para-nitrophenol (most acidic due to strong -M effect) - Meta-nitrophenol (less acidic than para due to weaker -M effect) - Phenol (less acidic than meta-nitrophenol) - Methylphenol (least acidic due to +I effect of methyl group) 5. **Final Acidity Order**: - The correct order of acidity is: **para-nitrophenol > meta-nitrophenol > phenol > methylphenol**.

To determine the acidity order of the given compounds (i) phenol, (ii) methylphenol, (iii) meta-nitrophenol, and (iv) para-nitrophenol, we need to analyze how the substituents on the benzene ring affect the stability of the conjugate base formed after deprotonation (loss of H⁺). ### Step-by-Step Solution: 1. **Understanding Acidity**: - The acidity of a compound is determined by how easily it can lose a proton (H⁺). The more stable the conjugate base (the species that remains after losing H⁺), the stronger the acid. 2. **Identifying the Compounds**: ...
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DISHA PUBLICATION-ALCOHOLS, PHENOLS AND ETHERS-Exercise - 1 : Concept Builder (Topicwise)(TOPIC 3 : Preparation and Properties of Phenols)
  1. To distinguish between salicylic acid and phenol, one can use:

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  2. Which one of the following compounds has the most acidic nature ?

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  3. among the following four compounds (i) phenol (ii) methylphenol (i...

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  4. Reaction of phenol with chloroform in presence of dilute sodium hydrox...

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  5. Acid catalysed hydration, hydroboration - oxidation, and oxymercuratio...

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  6. . The compound P should be

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  7. Which of the following ion is formed in the following reaction ?

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  8. . Here P is

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  9. Here P is

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  11. Which of the following is not formed as an inter mediate in the Reimer...

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  12. . Here Z is

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  13. Identify the product [B] in the following reaction

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  14. Ph-CH(2)-underset(OH)underset(|)(CH)-CH(3) overset(K)(rarr) overset(C(...

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  15. Which yields isopropyl methyl ether with little or no by-products?

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  16. What is X in the following reaction?

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  17. tert-Butyl ethyl ether can't be prepared by which reaction?

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  18. Which one is formed when sodium phenoxide is heated with ethyl iodide?

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  19. In Williamson's synthesis, ethoxyethane is prepared by

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  20. Which of the following compounds are soluble in water?

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