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10.52 B: H + Br HOCH₂CH₂N(CH₃)₂ : OCH₂CH₂N(CH₃)₂ SN1 + CH CH Ph Ph Ph Ph Ph Ph : OCH₂CH₂N(CH₃)₂ CH Ph Ph 10.53 a) + OH H-A OH₂ SN1 + CH CH CH Ph Ph Ph Ph Ph Ph HOCH₂CH₂Cl A: H : OCH₂CH₂Cl + CH : Ph Ph CH Ph Ph b) The second step is an SN2 substitution of an amine nucleophile on a primary alkyl halide. 10.54 Br excess NH₂ NH₃ a) PhCH₂CHCO₂H PhCH₂CHCO₂H 167