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Order of acidic strength of the followin...

Order of acidic strength of the following compound will be
A) Phenol B) p-Cresol C) m-Nitrophenol D) p-Nitrophenol is :
(a)`CgtDgtBgtA`
(b)`DgtCgtBgtA`
(c)`AgtBgtCgtD`
(d)`BgtAgtCgtD`

A

`CgtDgtBgtA`

B

`DgtCgtBgtA`

C

`AgtBgtCgtD`

D

`BgtAgtCgtD`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the order of acidic strength of the given compounds (Phenol, p-Cresol, m-Nitrophenol, and p-Nitrophenol), we need to analyze the stability of their conjugate bases. The more stable the conjugate base, the stronger the acid. ### Step-by-Step Solution: 1. **Identify the Compounds and Their Structures**: - **A) Phenol**: C6H5OH - **B) p-Cresol**: C6H4(CH3)OH (methyl group at the para position) - **C) m-Nitrophenol**: C6H4(NO2)OH (nitro group at the meta position) - **D) p-Nitrophenol**: C6H4(NO2)OH (nitro group at the para position) 2. **Understand Acidic Strength**: - The acidic strength of a compound is determined by the stability of its conjugate base. A more stable conjugate base corresponds to a stronger acid. 3. **Analyze the Conjugate Bases**: - **Phenol (A)**: The conjugate base is the phenoxide ion (C6H5O⁻). The negative charge is delocalized over the aromatic ring but is not significantly stabilized. - **p-Cresol (B)**: The conjugate base is the p-cresoxide ion (C6H4(CH3)O⁻). The methyl group provides a +I (inductive) effect, increasing electron density on the oxygen, making it less stable compared to phenoxide. - **m-Nitrophenol (C)**: The conjugate base is the m-nitrophenoxide ion (C6H4(NO2)O⁻). The nitro group provides a -I (inductive) effect, stabilizing the conjugate base by withdrawing electron density. - **p-Nitrophenol (D)**: The conjugate base is the p-nitrophenoxide ion (C6H4(NO2)O⁻). The nitro group here can exert both -I and -M (mesomeric) effects, providing even greater stabilization to the conjugate base. 4. **Rank the Acids Based on Conjugate Base Stability**: - **D (p-Nitrophenol)**: Most stable conjugate base due to strong -I and -M effects. - **C (m-Nitrophenol)**: Less stable than D but more stable than A and B due to -I effect. - **A (Phenol)**: Moderate stability of the conjugate base. - **B (p-Cresol)**: Least stable conjugate base due to +I effect from the methyl group. 5. **Final Order of Acidity**: - The order of acidic strength from strongest to weakest is: **D > C > A > B**. ### Conclusion: The correct answer is (b) `D > C > B > A`.
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