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Among the following four compounds (a)...

Among the following four compounds
(a) Phenol
(b) methyl phenol
(c) metanitrophenol
(d) paranitrophenol
the acidity order is –

A

`c gt d gt a gt b`

B

`a gt d gt c gt b `

C

`b gt a gt c gt d `

D

`d gt c gt a gt b`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the order of acidity among the given compounds (Phenol, Methyl Phenol, Meta-Nitrophenol, Para-Nitrophenol), we will analyze the effects of substituents on the acidity of phenol. ### Step-by-Step Solution: 1. **Identify the Structures**: - **Phenol (A)**: C6H5OH - **Methyl Phenol (B)**: C6H4(CH3)OH (with CH3 at ortho position) - **Meta-Nitrophenol (C)**: C6H4(NO2)OH (with NO2 at meta position) - **Para-Nitrophenol (D)**: C6H4(NO2)OH (with NO2 at para position) 2. **Understand Acidity**: - Acidity is influenced by the stability of the conjugate base formed after deprotonation. - Electron-withdrawing groups (EWGs) increase acidity by stabilizing the negative charge on the conjugate base, while electron-donating groups (EDGs) decrease acidity. 3. **Analyze Each Compound**: - **Phenol (A)**: No substituents to affect acidity significantly. - **Methyl Phenol (B)**: The methyl group (CH3) is an electron-donating group (+I effect), which decreases acidity compared to phenol. - **Meta-Nitrophenol (C)**: The nitro group (NO2) is an electron-withdrawing group (-I effect) but has no resonance effect at the meta position, thus it only slightly increases acidity. - **Para-Nitrophenol (D)**: The nitro group (-I and -M effects) stabilizes the conjugate base significantly, leading to increased acidity. 4. **Determine the Order of Acidity**: - **Para-Nitrophenol (D)** has the highest acidity due to both -I and -M effects. - **Meta-Nitrophenol (C)** is next, as it has a -I effect but no resonance stabilization. - **Phenol (A)** follows, as it has no significant electron-donating or withdrawing effects. - **Methyl Phenol (B)** has the lowest acidity due to the +I effect of the methyl group. 5. **Final Order**: - The order of acidity from highest to lowest is: **Para-Nitrophenol (D) > Meta-Nitrophenol (C) > Phenol (A) > Methyl Phenol (B)**. ### Conclusion: The correct order of acidity is: **D > C > A > B**.
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Knowledge Check

  • Among the following compounds the strongest acid is :

    A
    `HC equiv CH`
    B
    `C_(6)H_(6)`
    C
    `C_(2)H_(6)`
    D
    `CH_(3)OH`
  • Among the following compounds, the strongest acid is :

    A
    `HC equiv CH`
    B
    `C_(6)H_(6)`
    C
    `C_(2)H_(6)`
    D
    `CH_(3)OH`
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