A-LevelChemistryHalogen derivatives9701/12 · May/June 2012 · Q251 Mark
When phenacyl chloride, C6H5COCH2Cl, is reacted with aqueous NaOH, the substitution reaction follows an SN2 mechanism. Which structure represents a species formed during the reaction?
This question uses a diagram from the original paper, which isn't shown here. Open the full paper from the past papers archive to see it.
A[Transition state structure showing partial positive charge on central carbon]
B[Transition state structure showing partial positive charge on central carbon with OH, Cl and H atoms]
C[Transition state structure showing HO---CH2---Cl with partial negative charges on HO and Cl]
D[Transition state structure showing HOC---CH2---Cl with O and Cl having partial negative charges]
✓ Correct answer
C: [Transition state structure showing HO---CH2---Cl with partial negative charges on HO and Cl]
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