Show how you would accomplish each of the following multistep conversions. Include all reagents and condtitions and show all reaction products.
Homework Answers
1,2-phenyl ethane reacts with NBS (N-bromo succinamide) to form 1-bromo-1,2-diphenyl ethane.
Ph-CH2-CH2-Ph + NBS ------> Ph -CH(Br)-CH2-Ph
1-phenyl-1,2-diphenyl ethane reacts with NaNH2 to form stilbene.
Ph-CH(Br)-CH2-Ph + NaNH2 -----> Ph-CH=CH-Ph
Stilbene reacts with Br2 to form 1,2-dibromo-1,2-diphenyl ethane.
Ph-CH=CH-Ph + Br2 ------> Ph-CH(Br)-CH(Br)-Ph
1,2-dibromo-1,2-diphenyl ethane reacts with excess of NaNH2 yo form 1,2-diphenylethyne.
Ph-CH(Br)-CH(Br)-Ph + 2 equiv. NaNH2 -----> Ph-C
C-Ph
Alkyne on reduction with H2- Lindlar's catalyst produces CIS alkenes selectively.
Ph-CC-Ph +
H2-Lindlar's catalyst ------> Ph-CH=CH-Ph (cis product)
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Show the reagents and reaction conditions required to accomplish
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Show how the following conversions might be accomplished. Show
all reagents and all intermediate structures. More than one step
may be required.
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