Which of the following correctly represents all possible resonance structures for the allyl radical ?
A
No resonance structures are possible for the allyl radical
B
Three resonance structures: radical on each carbon atom
C
Only one resonance structure with the radical on the terminal carbon
D
Two resonance structures: one with the radical on the terminal carbon and one with the radical on the central carbon
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1
Identify the structure of the allyl radical, which is \( \mathrm{C_3H_5^{\bullet}} \), consisting of a three-carbon chain with a radical (unpaired electron) and conjugated double bonds.
Draw the initial Lewis structure showing the radical on one of the terminal carbons and a double bond between the other two carbons.
Use resonance rules to move the unpaired electron and the pi electrons: shift the double bond towards the radical site, which moves the radical to the adjacent carbon atom.
Draw the second resonance structure with the radical now on the central carbon and the double bond shifted accordingly, maintaining the overall connectivity and number of electrons.
Confirm that these two resonance structures are the only valid ones because moving the radical further would break the conjugation or violate octet rules, so the allyl radical has exactly two resonance forms.