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Select correct regarding acidic strength...

Select correct regarding acidic strength of given compounds: (1) o-methylbenzoic acid (2) m-methylbenzoic acid (3). P-methylbenzoic acid (4) benzoic acid.

A

1gt2gt3gt4

B

4gt3gt2gt1

C

1gt4gt2gt3

D

3gt2gt4gt1

Text Solution

AI Generated Solution

The correct Answer is:
To determine the correct order of acidic strength for the given compounds (1) o-methylbenzoic acid, (2) m-methylbenzoic acid, (3) p-methylbenzoic acid, and (4) benzoic acid, we will analyze the effects of the methyl group on the acidity of benzoic acid. ### Step-by-Step Solution: 1. **Identify the Compounds**: - (1) o-methylbenzoic acid (ortho position) - (2) m-methylbenzoic acid (meta position) - (3) p-methylbenzoic acid (para position) - (4) benzoic acid (no substituent) 2. **Understand the Ortho Effect**: - Ortho-substituted benzoic acids (like o-methylbenzoic acid) exhibit increased acidity due to the ortho effect. The proximity of the methyl group can stabilize the carboxylate ion formed after deprotonation. 3. **Evaluate the Effects of the Methyl Group**: - The methyl group is an electron-donating group due to hyperconjugation and +I (inductive) effect. This effect generally decreases acidity because it destabilizes the negative charge on the carboxylate ion. 4. **Rank the Acidity**: - **Most Acidic**: o-methylbenzoic acid (due to the ortho effect). - **Next**: benzoic acid (no substituents, hence no destabilization). - **Next**: m-methylbenzoic acid (the methyl group has less destabilizing effect compared to para). - **Least Acidic**: p-methylbenzoic acid (the methyl group has both +I and hyperconjugation effects, which are more pronounced at the para position). 5. **Final Order of Acidity**: - The order of acidic strength is: 1. o-methylbenzoic acid (most acidic) 2. benzoic acid 3. m-methylbenzoic acid 4. p-methylbenzoic acid (least acidic) ### Final Answer: The correct order of acidic strength is: **o-methylbenzoic acid > benzoic acid > m-methylbenzoic acid > p-methylbenzoic acid.**
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