Devise a synthesis of (E)-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.

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Devise a synthesis of (E)-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.

a NaNH, / NH, ()
d iodoethane
g 1-bromo-3-methylbutane
į H/ Lindlar catalyst
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, ()
Transcribed Image Text:a NaNH, / NH, () d iodoethane g 1-bromo-3-methylbutane į H/ Lindlar catalyst 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, ()
CH,
HC=C-C-CH,
ÇH,
HCEC-C-CH,
HCECH
HC=C-CH,
HC=C-CH,CH,
HC=C-CH,CH,CH,CH,
1
2
3
5
6
Transcribed Image Text:CH, HC=C-C-CH, ÇH, HCEC-C-CH, HCECH HC=C-CH, HC=C-CH,CH, HC=C-CH,CH,CH,CH, 1 2 3 5 6
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