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Which of following shows highest rate of...

Which of following shows highest rate of decarboxylation in presence of soda lime :

A

`underset(F)underset(|)(C)H_(2)-COOH`

B

`underset(Cl)underset(|)CH_(2)-overset(O)overset(||)C-OH`

C

`underset(Br)underset(|)CH_(2)-overset(O)overset(||)C-OH`

D

`underset("I ")underset(|)CH_(2)-overset(O)overset(||)C-OH`

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The correct Answer is:
To determine which compound shows the highest rate of decarboxylation in the presence of soda lime, we need to analyze the factors that influence the decarboxylation reaction. ### Step-by-Step Solution: 1. **Understanding Decarboxylation**: - Decarboxylation is the process of removing a carboxyl group (-COOH) from a carboxylic acid, resulting in the formation of an alkane. This reaction typically occurs in the presence of soda lime (a mixture of sodium hydroxide and calcium oxide). 2. **Role of Soda Lime**: - Soda lime acts as a dehydrating agent and provides a strong base (NaOH) that facilitates the decarboxylation process. The presence of quick lime (CaO) helps to keep the reaction conditions dry, preventing the reverse reaction. 3. **Mechanism of Decarboxylation**: - The mechanism involves the formation of a tetrahedral intermediate when the carboxylic acid reacts with the hydroxide ion. The carbonyl carbon becomes more electrophilic due to the presence of electron-withdrawing groups, which stabilize the positive charge during the reaction. 4. **Influence of Electron-Withdrawing Groups**: - The rate of decarboxylation is influenced by the presence of electron-withdrawing groups (EWGs) attached to the carbon chain. EWGs increase the positive charge on the carbonyl carbon, making it more susceptible to nucleophilic attack. 5. **Comparing Compounds**: - To find which compound shows the highest rate of decarboxylation, we need to evaluate the given options based on the presence of electron-withdrawing groups. The more electronegative the substituent, the stronger its electron-withdrawing effect. 6. **Identifying the Correct Option**: - Among the options, if one compound has fluorine (the most electronegative element), it will exert a strong electron-withdrawing effect compared to other halogens like bromine or iodine. This will enhance the positive charge on the carbonyl carbon, leading to a faster rate of decarboxylation. 7. **Conclusion**: - Therefore, the compound with fluorine (Option A) will show the highest rate of decarboxylation in the presence of soda lime due to the strong electron-withdrawing effect of fluorine. ### Final Answer: **Option A** shows the highest rate of decarboxylation in the presence of soda lime. ---
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