Some Organic Synthesis Practice Problems: Starting from 1 ...
Some Organic Synthesis Practice Problems:
Starting from 1-hexene, 1-butyne, bromoethane, iodomethane and any reagent needed (you do not need to use all of these compounds), synthesize:
1.
Cl Cl
CHCl3, KOH
Li, NH3
H3C C C CH2CH3 NaNH2, NH3, CH3I
H C C CH2CH3
2.
3.
octane
O H
1) BH3 2) NaOH, H2O2
H2O
H3CH2CH2CH2C C CH
NaNH2
Br2 Br
Br
H2, Pd
H3CH2CH2CH2C C C CH2CH3
NaNH2, NH3 CH3CH2Br H3CH2CH2CH2C C CH see above
4.
OH
1) OsO4
2) NaHSO3
OH (racemic)
HO
OH
H H
Li, NH3 H3CH2C C C CH2CH3
NaNH2, NH3 CH3CH2Br
H3CH2C C CH 1-butyne
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