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Increasing order of acidic strength amon...

Increasing order of acidic strength among `p-`methoxyphenol `(i)p-`methylphenol `(II)` and `p-`nitrophenol `(III)` is

A

p - nitorphenopl , p - methoxyphenol , p - methylphenol

B

p - methylphenol , p - methoxyphenol , p - nitrophenol

C

p - nitorphenol , p - methyphenol , p - methoxyphenol

D

p - methoxyphenol , p - methylphenol , p - nitrophenol

Text Solution

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The correct Answer is:
To determine the increasing order of acidic strength among p-methoxyphenol (I), p-methylphenol (II), and p-nitrophenol (III), we need to analyze the effects of the substituents on the phenolic compound's acidity. ### Step-by-Step Solution: 1. **Identify the Compounds**: - p-Methoxyphenol (I): Contains a methoxy group (-OCH₃) at the para position relative to the hydroxyl (-OH) group. - p-Methylphenol (II): Contains a methyl group (-CH₃) at the para position relative to the hydroxyl (-OH) group. - p-Nitrophenol (III): Contains a nitro group (-NO₂) at the para position relative to the hydroxyl (-OH) group. 2. **Understand the Nature of Substituents**: - The methoxy group (-OCH₃) is an electron-donating group due to its +M (mesomeric) effect. This increases the electron density on the benzene ring and destabilizes the phenoxide ion formed when phenol loses a proton, thus decreasing acidity. - The methyl group (-CH₃) is also an electron-donating group, primarily through its +I (inductive) effect, which similarly decreases acidity but is less effective than the methoxy group. - The nitro group (-NO₂) is an electron-withdrawing group due to its -M (mesomeric) and -I (inductive) effects. This decreases the electron density on the benzene ring and stabilizes the phenoxide ion, thus increasing acidity. 3. **Compare the Acidity**: - p-Methoxyphenol (I) has the weakest acidity due to the strong electron-donating effect of the methoxy group. - p-Methylphenol (II) is slightly more acidic than p-methoxyphenol because the methyl group is a weaker electron-donating group compared to the methoxy group. - p-Nitrophenol (III) is the most acidic due to the strong electron-withdrawing effect of the nitro group, which stabilizes the phenoxide ion. 4. **Establish the Increasing Order of Acidity**: - Based on the analysis, the order of acidity from weakest to strongest is: - p-Methoxyphenol (I) < p-Methylphenol (II) < p-Nitrophenol (III) ### Final Answer: The increasing order of acidic strength is: **p-Methoxyphenol (I) < p-Methylphenol (II) < p-Nitrophenol (III)**
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The increasing order of acidity among phenol, p-methylphenol, m-nitrophenol and p-nitrophenol is:

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Knowledge Check

  • Rearrange the following in the increasing order of acidic strength. (i) benzoic acid (ii) p-methoxybenzoic acid (iii) o -methyoxybenzoic acid

    A
    `ilt ii lt iii`
    B
    `iii lt ilt ii`
    C
    `ii lt ilt iii`
    D
    `iii lt ii lt i`
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