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1.
Devise a synthesis of (Z)-4-methyl-2-pentene 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 НС С CH Ha Reagents a NaNH,/NH,(0) odoethane g 1-bromo-3-methylbutane H2Lindlar catalyst b Na0H/H,0 e 1-bromopropane h t-butyl bromide c iodomethane f 2-bromopropane Hal Pd on carbon I NaNH,(0 Starting material Reagent for step 1 Reagent for step 2 Reagent for step 3
2.
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3.
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Answer #1

Q-1

Starting material: 2

reagent for step 1: a) NaNH2,NH3(l)

reagent for step 2: f) 2-bromopropane

reagent for step 3: j) H2,Lindlar catalyst

Q-2

starting materail: 4

reagent for step 1: a) NaNH2,NH3(l)

reagent for step 2: e) 1-bromopropane

reagent for step 3: j) H2,Lindlar catalyst

Q-3

starting materail: 5

reagent for step 1: a) NaNH2,NH3(l)

reagent for step 2: g) 1-bromo-3-methylbutane

reagent for step 3: i) H2/Pd on carbon

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