Amanda Amine, an organic chemistry student, has proposed the reactions given in Fig. P23.55. Indicate in each case why the reaction would not succeed as written.

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(a) (b) (d) -NH₂ H3C-C-Cl TH Me3C-NH₂ + CH3I (excess) (e) (f) Me₂N- O₂N- + HNO3 (CH3)2NH + CH3CH₂CH₂OH Figure P23.55 -CH=O+LiAlH₁ Br T (CH3)2CCH₂CH₂CH3 + 1) AICI, 2) H₂O+ 3) NaOH TOH Me₂N- H₂SO4 H3C-C- Me3C-NH-CH3 + I- H₂O NO₂ + H₂O -NH₂ O₂N- Ca -CH₂OH CH3CH₂CH₂N(CH3)2 + H₂O CH3 I N-C-CH₂CH₂CH3 Br T CH3