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e) We need to add two alkyl groups to ethyne. Use an acetylide anion nucleophile. It does not matter which alkyl group is added first. 1)NaNH₂ 1)NaNH₂ H-C=C-H PhCH₂-C=C-H PhCH₂-C=C-CH₃ 2)PhCH₂Cl 2) CH₃I 10.33 OCH₃ a) b) c) OCH₃ d) + + e) CH₃CHCH₃ f) PhCH₂NH₂ major minor minor SCH₃ g) h) i) CH₃CH₂CH₂CH₂CN CH₃ CH₃ OH j) k) 1) SH O CH₃ O m) Ph-C=C-Ph n) o) CH₃CH₂CHCH₂CH 157