Devise a synthesis of (Z)-7-methyl-3-octene 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 CH, HC=C-C-CH, H. ÇH, HC=C-C-CH, CH, HC=CH HC=C-CH, HC=C-CH,CH, HCEC-CH,CH,CH,CH, 1 2 Reagents a NaNH, / NH, () g 1-bromo-3-methylbutane į H,/ Lindlar cataly st d iodoethane b N2OH/H,0 e 1-bromopropane h t-butyl bromide k H/ NH,) c iodomethane f 2-bromopropane i H,/ Pd on carbon I Na / NH, () Starting material Reagent for step 1 Reagent for step 2 Reagent for step 3

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Devise a synthesis of (Z)-7-methyl-3-octene 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
CH,
HC=C-C-CH,
CH,
HC=C-C-CH,
CH,
HC=CH
HC=C-CH,
HC=C-CH,CH,
HC=C-CH,CH,CH,CH,
1
2
3
4
6
Reagents
a NaNH, / NH, ()
d iodoethane
g 1-bromo-3-methylbutane
į Hz/ Lindlar catalyst
b NaOH/ H,0
e 1-bromopropane
h t-butyl bromide
k H/ NH, ()
c iodomethane
f 2-bromopropane
i H/ Pd on carbon
I Na/ NH, ()
Starting material
Reagent for step 1
Reagent for step 2
Reagent for step 3
Transcribed Image Text:Devise a synthesis of (Z)-7-methyl-3-octene 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 CH, HC=C-C-CH, CH, HC=C-C-CH, CH, HC=CH HC=C-CH, HC=C-CH,CH, HC=C-CH,CH,CH,CH, 1 2 3 4 6 Reagents a NaNH, / NH, () d iodoethane g 1-bromo-3-methylbutane į Hz/ Lindlar catalyst b NaOH/ H,0 e 1-bromopropane h t-butyl bromide k H/ NH, () c iodomethane f 2-bromopropane i H/ Pd on carbon I Na/ NH, () Starting material Reagent for step 1 Reagent for step 2 Reagent for step 3
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