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In the given reaction CH(3)-cH(2)COOHove...

In the given reaction `CH_(3)-cH_(2)COOHoverset((i)CH_(3)Li" (excess)"(ii)H_(3)O^(o+))rarr [X]`
[X] will be

A

`CH_(3)-cH_(2)COOLi`

B

`CH_(3)-CH_(2)-overset(O)overset(||)C-CH_(3)`

C

`CH_(3)-CH_(2)-CH_(2)OH`

D

`CH_(3)-CH_(2)-CH_(2)-CH_(3)`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the given reaction step by step, we will analyze the reaction of propanoic acid (CH₃CH₂COOH) with excess methyl lithium (CH₃Li) followed by hydrolysis. ### Step 1: Nucleophilic Attack 1. **Identify the Reactants**: We have propanoic acid (CH₃CH₂COOH) and methyl lithium (CH₃Li). 2. **Nucleophilic Attack**: Methyl lithium is a strong nucleophile. The lithium (Li) in CH₃Li has a partial positive charge, while the carbon in the methyl group (CH₃) has a partial negative charge. The nucleophile attacks the carbonyl carbon of the carboxylic acid (C=O) in propanoic acid. Reaction: \[ CH₃CH₂COOH + CH₃Li \rightarrow CH₃CH₂C(O^-)CH₃ + Li^+ \] ### Step 2: Formation of Alkoxide 3. **Formation of Alkoxide**: After the nucleophilic attack, we form an alkoxide intermediate (CH₃CH₂C(O^-)CH₃) where the carbonyl oxygen now carries a negative charge (O⁻). ### Step 3: Hydrolysis 4. **Hydrolysis**: When we add water (H₃O⁺) to the reaction, the alkoxide will be protonated to form an alcohol. The hydrolysis will convert the alkoxide into a stable alcohol. Reaction: \[ CH₃CH₂C(O^-)CH₃ + H₂O \rightarrow CH₃CH₂C(OH)CH₃ \] ### Step 4: Rearrangement 5. **Rearrangement**: The product formed (CH₃CH₂C(OH)CH₃) has two hydroxyl (OH) groups on the same carbon, which is not stable. Therefore, it will undergo dehydration to form a more stable compound. This leads to the formation of a ketone. Final Product: \[ CH₃CH₂C(=O)CH₃ \] ### Conclusion The final product [X] after the reaction is **butan-2-one** (or methyl ethyl ketone). ### Final Answer [X] = CH₃CH₂C(=O)CH₃ (butan-2-one) ---
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