chm2210ps11sol

chm2210ps11sol - + 2-butene minor 6. + 1-butene 7. 8. 9....

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CH 3 -CH 2 -Br NaSCH 3 Br KCN CH 3 Br KCN CH 3 CH 2 CH 3 Br CHCH 3 CH 3 H 2 O 25° CH 3 Br H CH 2 CH 3 K OtBu CH 3 -CH 2 -CH 2 -CH 2 -Br Na OCH 3 CH 3 OH, 60° CH 3 -CH 2 -CH 2 -CH 2 -Br K OtBu tBuOH, 60° CH 3 Br Na i-Pr-O i-Pr-OH, 65° NaOH CH 3 -O-CH 3 CH 3 -CH 2 -S-CH 3 + NaBr CN CH 3 H H C N CH 3 i-Pro CH 2 CH 3 HO CH 3 i-Pro OH CH 2 CH 3 CH 2 CH CH 2 CH 3 CH 2 CH 2 CH 2 CH 3 CH 3 O CH 2 CH CH 2 CH 3 + 1-t-butoxybutane CH 3 Organic Chemistry I Problem Set 11 Answer Key Substitution and Elimination Reaction Complete the reactions by drawing structures of major products. Indicate important minor products. If no reaction occurs, write NR after the arrow. 1. 2. 3. 4. racemic 5.
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Unformatted text preview: + 2-butene minor 6. + 1-butene 7. 8. 9. N.R. OH KCN CH 3 Br NH 3 CH 2 C CH 3 CH 3 CH 3 Br KOH H Cl H tBu OH / H 2 O 20C CH CH 3 CH 3 Br NaOEt EtOH, 60C H Br CH 3 H 20 K O-t-Bu / t-BuOH 50 CH 2 CH 2 I F 1 mol NaOH 20 1 mol Major Product Br NaSH CH 2 C CH 3 CH 3 CH 3 OH OH H H t-Bu CH 2 CH CH 3 CH 3 HC CH 3 CH 2 CH 3 O + major minor NaOH / H 2 O CH 3 H H OH H CH 3 CH 2 CH 2 OH F SH 10. N.R. 11. CH 3 NH 2 12. 13. 14. 15. 16. 17. 18....
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chm2210ps11sol - + 2-butene minor 6. + 1-butene 7. 8. 9....

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