Devise a synthesis of 1-pentyne using one of the starting materials and any of the reagents below using the fewest steps possible. If you need fewer than the 3 steps allowed, enter "none" for reagents in the remaining unused steps. Starting materials HC?CH HC?C-CH3 HC?C-CH2CH3 HC?C-CH2CH2CH2CH3 HC?C-CH(CH3)2 HC?C-C(CH3)3 1 2 3 4 5 6 Reagents a NaNH2 / NH3(l) d iodoethane g 1-bromo-3-methylbutane j H2 / Lindlar catalyst b NaOH / H2O e 1-bromopropane h t-butyl bromide k H2 / NH3(l) c iodomethane f 2-bromopropane i H2 / Pd on carbon l Na / NH3(l) Starting material Reagent for step 1 Reagent for step 2 Reagent for step 3
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Step 1: Starting material: 2 (HC≡C-CH₃) Reagent for step 1: a (NaNH₂ / NH₃(l)) Show more…
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