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Which of the following carboxylic acids ...

Which of the following carboxylic acids is the most reactive towards esterification ?

A

`(CH_3)_3"CCOOH"`

B

`(CH_3)_2CHCOOH`

C

`CH_3CH_2COOH`

D

`(C_2H_5)_2CHCOOH`

Text Solution

AI Generated Solution

The correct Answer is:
To determine which carboxylic acid is the most reactive towards esterification, we need to analyze the given compounds based on their structure and the presence of electron-donating groups. ### Step-by-Step Solution: 1. **Understanding Esterification**: Esterification is a reaction between a carboxylic acid and an alcohol, typically in the presence of a strong acid catalyst (like concentrated H2SO4), resulting in the formation of an ester and water. 2. **Identifying the Compounds**: The question presents four carboxylic acids: - Compound 1: CH3C(=O)OH (trifluoroacetic acid) - Compound 2: CH3CH(=O)OH (isobutyric acid) - Compound 3: CH3CH2C(=O)OH (butyric acid) - Compound 4: CH3C(=O)OH (acetic acid) 3. **Analyzing Electron-Releasing Groups**: The reactivity of carboxylic acids in esterification is influenced by the presence of electron-releasing groups (alkyl groups). More electron-releasing groups can stabilize the carboxylate ion formed during the reaction, making the acid less reactive. 4. **Counting Electron-Releasing Groups**: - Compound 1 (trifluoroacetic acid): No electron-releasing groups. - Compound 2 (isobutyric acid): One electron-releasing group (CH3). - Compound 3 (butyric acid): Two electron-releasing groups (CH3 and CH2). - Compound 4 (acetic acid): One electron-releasing group (CH3). 5. **Determining Reactivity**: The compound with the least number of electron-releasing groups will be the most reactive towards esterification. Therefore: - Compound 1 is the least reactive due to the absence of electron-releasing groups. - Compound 2 and Compound 4 have one electron-releasing group. - Compound 3 has two electron-releasing groups, making it the most reactive. 6. **Conclusion**: Based on the analysis, Compound 3 (butyric acid, CH3CH2C(=O)OH) is the most reactive towards esterification. ### Final Answer: The most reactive carboxylic acid towards esterification is **Compound 3: CH3CH2COOH (butyric acid)**.
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