Home
Class 12
CHEMISTRY
Which one of the following is the correc...

Which one of the following is the correct order of acidic strength?
(i) `Cl_(3)C-COOH`
(ii) `Cl_(2)CH-COOH`
(iii) `ClCH_(2)-COOH`
(iv) `CH_(3)-COOH`

A

`iv gt iii gt ii gt i`

B

`igt ii gt iii gt iv`

C

`igt iii gt ii gt iv`

D

`iv gt ii gt iii gt i`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the correct order of acidic strength for the given compounds, we need to analyze the effect of substituents on the carboxylic acid group (-COOH) in each compound. The compounds are: 1. \( \text{Cl}_3\text{C-COOH} \) (Compound 1) 2. \( \text{Cl}_2\text{CH-COOH} \) (Compound 2) 3. \( \text{ClCH}_2\text{COOH} \) (Compound 3) 4. \( \text{CH}_3\text{COOH} \) (Compound 4) ### Step 1: Analyze Compound 1 (\( \text{Cl}_3\text{C-COOH} \)) - This compound has three chlorine atoms attached to the carbon adjacent to the carboxylic acid group. - Chlorine is an electron-withdrawing group due to its electronegativity (−I effect). - The presence of three chlorine atoms increases the electron deficiency at the carboxylic acid hydrogen, making it easier to lose the hydrogen ion (H⁺). - Therefore, this compound has the highest acidic strength. ### Step 2: Analyze Compound 2 (\( \text{Cl}_2\text{CH-COOH} \)) - This compound has two chlorine atoms attached to the carbon adjacent to the carboxylic acid group. - Similar to Compound 1, the chlorine atoms withdraw electron density from the carboxylic acid group, but there are fewer chlorine atoms. - Thus, it is less acidic than Compound 1 but more acidic than the following compounds. ### Step 3: Analyze Compound 3 (\( \text{ClCH}_2\text{COOH} \)) - This compound has one chlorine atom attached to the carbon adjacent to the carboxylic acid group. - With only one electron-withdrawing chlorine atom, the acidic strength is further reduced compared to Compounds 1 and 2. - Therefore, it is less acidic than both Compound 1 and Compound 2. ### Step 4: Analyze Compound 4 (\( \text{CH}_3\text{COOH} \)) - This compound has a methyl group (−CH₃) attached to the carbon adjacent to the carboxylic acid group. - The methyl group is an electron-donating group (+I effect), which increases electron density at the carboxylic acid hydrogen. - As a result, it makes it more difficult for the hydrogen to dissociate, leading to the lowest acidic strength among all the compounds. ### Conclusion: Order of Acidic Strength Based on the analysis, the order of acidic strength from strongest to weakest is: 1. \( \text{Cl}_3\text{C-COOH} \) (Compound 1) 2. \( \text{Cl}_2\text{CH-COOH} \) (Compound 2) 3. \( \text{ClCH}_2\text{COOH} \) (Compound 3) 4. \( \text{CH}_3\text{COOH} \) (Compound 4) Thus, the correct order of acidic strength is: \[ \text{Cl}_3\text{C-COOH} > \text{Cl}_2\text{CH-COOH} > \text{ClCH}_2\text{COOH} > \text{CH}_3\text{COOH} \]
Promotional Banner

Similar Questions

Explore conceptually related problems

Which of the following is the correct orderr of acidity of carboxylic acids? (i) Cl_(3) C C OOH gt Cl_(2)CHCOOH gt ClCH_(2)COOH (ii) CH_(3)CH_(2)COOH gt (CH_(3))_(2)CHCOOH gt (CH_(3))_(3)C COOH (iii) F_(2)CHCOOH gt FCH_(2)COOH gt ClCH_(2)COOH

The correct order of K_(a) is : (i) CH_(3)-CH_(2)-COOH (ii) OHC-CH_(2)-COOH (iii) Ph-CH_(2)-COOH

Arrange the following in increasing order of acidic strength: ClCH_(2)COOH, CH_(3)CH_(2)COOH, ClCH_(2)CH_(2)COOH, CH_(3)COOH .

Arrange the following compounds in decreasing order of acidity. (i) ClCH_(2)CH_(2)CH_(2)COOH (ii) CH_(3)CHClCH_(2)COOH (iii) CH_(3)CH_(2)CHClCOOH

Explain the terms Inductive and Electromeric effects. Which electron displacement effect explains the following correct orders of acidity of the carboxylic acids? (a) Cl_(3)"CC"OOH gt Cl_(2)CHCOOH gt ClCH_(2)COOH (b) CH_(3)CH_(2)COOHgt(CH_(3))_(2)CHCOOHgt(CH_(3))_(3)C.COOH

Which of the following is not the isomer of CH_(3)COOH ?

Arrange the following as stated : 'Increasing order of acidic strength'. ClCH_(2) COOH, CH_(3) CH_(2) COOH, ClCH_(2) CH_(2) COOH, (CH_(3))_(2) CHCOOH, CH_(3) COOH .

Arrange the following compounds in increasing order of boiling points : (i) C_(3)H_(8) (ii) C_(2)H_(5)OH (iii) CH_(3)CHO (iv) CH_(3)COOH