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The order of reactivity of phenyl magnes...

The order of reactivity of phenyl magnesium bromide (PhMgBr) with the following compounds

A

`I gt II gt III`

B

`III gt II gt I`

C

`II gt I gt II`

D

`I gt III gt II`

Text Solution

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The correct Answer is:
To determine the order of reactivity of phenyl magnesium bromide (PhMgBr) with the given compounds, we need to analyze how the structure of each compound affects the electrophilicity of the carbonyl carbon. The reactivity of the Grignard reagent (PhMgBr) in nucleophilic addition reactions is influenced by the partial positive charge on the carbonyl carbon. ### Step-by-Step Solution: 1. **Identify the Nature of the Reaction**: - The reaction involves nucleophilic addition of PhMgBr (a Grignard reagent) to carbonyl compounds. The carbonyl carbon has a partial positive charge (δ+) due to the electronegativity difference between carbon and oxygen. 2. **Analyze the Compounds**: - We need to consider the steric hindrance and electronic effects of substituents on the carbonyl carbon in each compound. The more positive charge on the carbonyl carbon, the more reactive it will be towards the nucleophile (PhMgBr). 3. **Evaluate the First Compound**: - The first compound has minimal steric hindrance around the carbonyl group. This means the δ+ charge on the carbon is relatively high, making it more reactive towards PhMgBr. 4. **Evaluate the Second Compound**: - The second compound has some steric hindrance due to the presence of CH3 groups attached to the carbonyl carbon. This reduces the δ+ charge compared to the first compound, making it less reactive than the first. 5. **Evaluate the Third Compound**: - The third compound has significant steric hindrance due to bulky substituents (like two bulky groups). This greatly reduces the δ+ charge on the carbonyl carbon, making it the least reactive towards PhMgBr. 6. **Determine the Order of Reactivity**: - Based on the analysis: - First Compound > Second Compound > Third Compound - Therefore, the order of reactivity of phenyl magnesium bromide with the compounds is: - **Most Reactive: First Compound > Second Compound > Least Reactive: Third Compound** ### Final Answer: The order of reactivity of phenyl magnesium bromide (PhMgBr) with the given compounds is: 1. First Compound (most reactive) 2. Second Compound 3. Third Compound (least reactive)
To determine the order of reactivity of phenyl magnesium bromide (PhMgBr) with the given compounds, we need to analyze how the structure of each compound affects the electrophilicity of the carbonyl carbon. The reactivity of the Grignard reagent (PhMgBr) in nucleophilic addition reactions is influenced by the partial positive charge on the carbonyl carbon. ### Step-by-Step Solution: 1. **Identify the Nature of the Reaction**: - The reaction involves nucleophilic addition of PhMgBr (a Grignard reagent) to carbonyl compounds. The carbonyl carbon has a partial positive charge (δ+) due to the electronegativity difference between carbon and oxygen. 2. **Analyze the Compounds**: ...
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