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10.29 H CH₃ C=CH a) b) CH₃ 10.30 a) b) c) + + major minor minor O 10.31 CH a) b) c) H O COH d) e) O 10.32 a) The three methyl groups can be added all at once to butylamine by treating it with excess iodomethane. The primary amine can be prepared by a Gabriel synthesis. o 1) NK excess I CH₃I + CH₃CH₂CH₂CH₂Br CH₃CH₂CH₂CH₂NH₂ CH₃CH₂CH₂CH₂N(CH₃)₃ 2) KOH, H₂O 155