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Which of the following is most reactive ...

Which of the following is most reactive for hydrolysis ?

A

`CH_3-overset(O)overset(||)C-O-CH_3`

B

`CH_3-overset(O)overset(||)C-O-underset(CH_3)underset(|)(CH)-CH_3`

C

`CH_3-overset(O)overset(||)C-O-underset(CH_3)underset(|)overset(CH_3)overset(|)(C)-CH_3`

D

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The correct Answer is:
To determine which of the given compounds is most reactive towards hydrolysis, we need to analyze the electron density around the carbonyl carbon in each compound. The more electron-deficient the carbonyl carbon is, the more reactive it will be towards nucleophilic attack by hydroxide ions (OH⁻). ### Step-by-Step Solution: 1. **Identify the Compounds**: Let's denote the compounds as follows: - Option 1: CH₃C(=O)OCH₃ - Option 2: CH₃C(=O)OCH(CH₃)₂ - Option 3: CH₃C(=O)OC(CH₃)₃ - Option 4: A cyclic compound with multiple substituents. 2. **Analyze Electron Density**: - **Option 1**: In this compound, the carbonyl carbon (C=O) is attached to a methoxy group (OCH₃). The methoxy group has a slight electron-donating effect due to the oxygen's lone pair, which can reduce the electron deficiency of the carbonyl carbon. - **Option 2**: The carbonyl carbon is attached to a methoxy group and a propyl group. The propyl group is larger and can also donate electron density, further reducing the electron deficiency compared to Option 1. - **Option 3**: Here, the carbonyl carbon is attached to a tert-butyl group (C(CH₃)₃). This group is highly electron-donating, which significantly decreases the electron deficiency of the carbonyl carbon. - **Option 4**: In the cyclic compound, the presence of multiple substituents also increases electron density around the carbonyl carbon, making it less electron deficient. 3. **Determine Reactivity**: - The reactivity towards hydrolysis is inversely related to the electron density around the carbonyl carbon. The more electron-rich the carbon is, the less reactive it will be towards nucleophilic attack. - Therefore, among all the options, **Option 1** (CH₃C(=O)OCH₃) has the least electron-donating groups and thus the most electron deficiency, making it the most reactive towards hydrolysis. 4. **Conclusion**: - The most reactive compound towards hydrolysis is **Option 1: CH₃C(=O)OCH₃**.
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