Synthesis problems with alkynes

Synthesis problems with alkynes - Organometallic Reagents...

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Devise a synthesis of the following compounds (i-xviii) using one of the starting materials ( 1-6 ) and any of the reagents below ( a-l ) using the fewest steps possible. If you need fewer that the 3 steps allowed, enter "none" for reagents in the remaining unused steps. Starting materials : Reagents : Starting material Reagent for step 1 Reagent for step 2 Reagent for step 3 i) Butane ii) (Z)-2-butene iii) (Z)-4-methyl-2-pentene iv) (Z)-4,4-dimethyl-2-pentene v) 2,2-dimethylpentane vi) (E)-2-hexene vii) 5-methyl-1-hexyne viii) (E)-2,7-dimethyl-3-octene ix) 2-methyloctene x) (E)-3-octene xi) 2,7-dimethyloctene xii) Octane xiii) (Z)-7-methyl-3-octene xiv) (Z)-3-octene xv) (Z)-2,7-dimethyl-3-octene xvi) (E)-4-nonene xvii) (Z)-4-nonene xviii) Nonane
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