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NEET CHEMISTRYMedium

The correct order of reactivity of phenyl magnesium bromide (PhMgBr) with the following compounds will be: I, II, III

A

I > II > III

B

III > II > I

C

II > I > III

D

I > III > II

Step-by-Step Solution

Phenyl magnesium bromide (PhMgBrPhMgBr) is a Grignard reagent. The reaction involves the nucleophilic attack of the phenyl group (PhPh^-) on the electrophilic carbonyl carbon (>C=O>C=O) of the substrate. The reactivity is governed by two main factors described in organic reaction mechanisms:

  1. Steric Hindrance: The presence of bulky alkyl or aryl groups around the carbonyl carbon hinders the approach of the nucleophile. Therefore, less hindered compounds react faster (e.g., Aldehydes > Ketones).
  2. Electronic Effects: Electron-donating groups (like alkyl groups via +I effect or aryl groups via resonance) decrease the magnitude of the positive charge on the carbonyl carbon, reducing its electrophilicity and reactivity.

The order I > II > III implies a sequence where Compound I is the least sterically hindered and most electrophilic (likely an aldehyde like acetaldehyde), Compound II is intermediate (likely a ketone like acetone), and Compound III is the most hindered/least electrophilic (likely a bulky ketone like benzophenone or acetophenone). This trend is consistent with standard nucleophilic addition reactivity.

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