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Arrange the following given acids in dec...

Arrange the following given acids in decreasing order of their Ka values
`FCH_(2)COOH(P), ClCH_(2)COOH(Q), O_(2)NCH_(2)COOH(R ), NC CH_(2)COOH(S)`

A

`R gt P gt S gt Q`

B

`P gt Q gt R gt S`

C

`R gt S gt Q gt P`

D

`R gt S gt P gt Q`

Text Solution

AI Generated Solution

The correct Answer is:
To arrange the given acids in decreasing order of their Ka values, we need to analyze the electron-withdrawing effects of the substituents attached to the carboxylic acid group (-COOH) in each compound. The acids given are: 1. FCH₂COOH (P) 2. ClCH₂COOH (Q) 3. O₂NCH₂COOH (R) 4. NCCH₂COOH (S) ### Step 1: Identify the Electron-Withdrawing Groups Each of the substituents (F, Cl, NO₂, CN) is an electron-withdrawing group. The strength of the acid is influenced by how effectively these groups can stabilize the negative charge on the conjugate base formed after the acid donates a proton (H⁺). ### Step 2: Determine the Strength of Electron-Withdrawing Groups The order of electron-withdrawing ability of the groups is as follows: - NO₂ (strongest) - CN - F - Cl (weakest) ### Step 3: Analyze the Stability of Conjugate Bases The stability of the conjugate base increases with the strength of the electron-withdrawing group. Therefore, the acid with the strongest electron-withdrawing group will have the highest Ka value (strongest acid). ### Step 4: Arrange the Acids Based on the Electron-Withdrawing Groups Based on the analysis: - R (O₂NCH₂COOH) has the NO₂ group, making it the strongest acid. - S (NCCH₂COOH) has the CN group, making it the second strongest. - P (FCH₂COOH) has the F group, making it the third strongest. - Q (ClCH₂COOH) has the Cl group, making it the weakest. ### Final Order of Acids in Decreasing Order of Ka Values Thus, the order of the acids in decreasing order of their Ka values is: 1. R (O₂NCH₂COOH) 2. S (NCCH₂COOH) 3. P (FCH₂COOH) 4. Q (ClCH₂COOH) ### Summary of the Solution The final arrangement of the acids in decreasing order of their Ka values is: **R > S > P > Q**
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