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The correct order of acidity in given co...

The correct order of acidity in given compounds
(i) `FCH_(2)COOH`
(ii) `CICH_(2)COOH`
(iii) `NO_(2) CH_(2)COOH`
(iv) `CH_(3)COOH`.

A

`igt ii gt iii gt iv`

B

`iv gt iii gt ii gt i`

C

`iii gt iv gt igt ii`

D

`iii gt igt ii gt iv`.

Text Solution

AI Generated Solution

The correct Answer is:
To determine the correct order of acidity for the given compounds, we need to analyze the effects of the substituents on the carboxylic acid group (-COOH) in each compound. The compounds are: 1. `FCH2COOH` (Fluoroacetic acid) 2. `CICH2COOH` (Chloroacetic acid) 3. `NO2CH2COOH` (Nitroacetic acid) 4. `CH3COOH` (Acetic acid) ### Step-by-Step Solution: **Step 1: Understand the effect of substituents on acidity.** - Acidity in carboxylic acids is influenced by the ability of substituents to withdraw or donate electron density. Electron-withdrawing groups (EWGs) increase acidity by stabilizing the negative charge on the conjugate base (the carboxylate ion) after deprotonation. - The order of electron-withdrawing ability is generally: Nitro (NO2) > Halogens (F, Cl) > Alkyl groups (like CH3). **Step 2: Analyze each compound.** - **`NO2CH2COOH`**: The nitro group is a strong electron-withdrawing group due to its -I (inductive) and -M (mesomeric) effects. This will significantly increase the acidity. - **`FCH2COOH`**: The fluorine atom is also an electron-withdrawing group, but it is less effective than the nitro group. It has a -I effect, which will increase acidity, but not as much as NO2. - **`CICH2COOH`**: Chlorine is another electron-withdrawing group, but it is less effective than fluorine. Therefore, it will have a lower acidity than both NO2 and F. - **`CH3COOH`**: The methyl group (CH3) is an electron-donating group (+I effect), which decreases acidity as it increases electron density on the carboxylate ion, making it less stable. **Step 3: Establish the order of acidity.** Based on the analysis: 1. `NO2CH2COOH` (most acidic due to strong -I effect) 2. `FCH2COOH` (next most acidic due to -I effect) 3. `CICH2COOH` (less acidic than F due to weaker -I effect) 4. `CH3COOH` (least acidic due to +I effect) Thus, the correct order of acidity is: **NO2CH2COOH > FCH2COOH > CICH2COOH > CH3COOH** ### Final Answer: The correct order of acidity is: **(iii) `NO2CH2COOH` > (i) `FCH2COOH` > (ii) `CICH2COOH` > (iv) `CH3COOH`**
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CBSE COMPLEMENTARY MATERIAL-ALDEHYDES,KETONES AND CARBOXYLIC ACIDS-LONG ANSWER TYPE QUESTIONS (5 MARKS)
  1. The correct order of acidity in given compounds (i) FCH(2)COOH (ii...

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  2. Which of the following compounds would undergo Aldol condensation, whi...

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  3. An organic compound 'A' (C3H6O) is resistant to oxidation but forms co...

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  4. Write the products of the following reactions : (i) (ii) 2C(6)H(5)C...

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  5. Give simple tests to distinguish between the following pair of compoun...

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  6. (i) How will you prepare (a) acetic anhydride and (b) acetyl chloride ...

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  7. (ii) Why is the boiling point of acid anhydride higher than the acid f...

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  8. Complete the following reactions and write main products : (i) CH(3)CO...

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  9. Complete the following reactions and write main products : (ii) CH(3)C...

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  10. Complete the following reactions and write main products : (iii) CH(3)...

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  11. Complete the following reactions and write main products : (iv) CH(3)C...

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  12. Complete the following reactions and write main products : (v)CH(3)COO...

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  13. Complete the following reactions and write main products : (vi) HCHO+N...

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  14. Complete the following reactions and write main products : (vii) CH(3)...

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  15. Complete the following reactions and write main products : (viii) .

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  16. Complete the following reactions and write main products : (ix) CH(3)C...

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  17. Complete the following reactions and write main products : (x) C(6)H(...

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  18. Give reasons for the following : (i) C(6)H(5)COOH is weaker than formi...

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  19. Give reasons for the following : (ii) HCOOH and CH(3)COOH differentiat...

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  20. Give reasons for the following : (iii) R-COOH do not give characterist...

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  21. Why is carboxylic acid a stronger acid than phenol ?

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