HBr H₂O₂ hv 1) NaNH, NH3 2) CH3Br

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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9. Predict the major organic product(s) of each of the following reactions. If multiple products are equally
favored, draw them all. When necessary, indicate stereochemistry with dashes and wedges. If no reaction
will occur, write "NR".
OH
HBr
H₂O₂
hv
1) BH3, THF
2) H₂O₂, NaOH
H₂O
1) 03
2) Me₂S
PBr3
pyr
NBS
H₂O₂
DCM
1) sia₂BH
THF
2) H₂O₂, NaOH
H₂O
1.
Na Ⓡ
H₂
2. H3O+ workup
THF
Lindlar's
OH
nPr
OH
Br
OH
1) NaNH,
NH3
2) CH₂Br
cat. H₂SO4
H₂O
1) 1 eq. HBr
2) 1 eq. Cl₂
SOCI₂
pyr
1) 1 eq. Br₂, DCM
2) 2 eq. NaNH,
CH₂12
Zn-Cu
Et₂O
MeOH
H₂CrO4 (aq)
Transcribed Image Text:9. Predict the major organic product(s) of each of the following reactions. If multiple products are equally favored, draw them all. When necessary, indicate stereochemistry with dashes and wedges. If no reaction will occur, write "NR". OH HBr H₂O₂ hv 1) BH3, THF 2) H₂O₂, NaOH H₂O 1) 03 2) Me₂S PBr3 pyr NBS H₂O₂ DCM 1) sia₂BH THF 2) H₂O₂, NaOH H₂O 1. Na Ⓡ H₂ 2. H3O+ workup THF Lindlar's OH nPr OH Br OH 1) NaNH, NH3 2) CH₂Br cat. H₂SO4 H₂O 1) 1 eq. HBr 2) 1 eq. Cl₂ SOCI₂ pyr 1) 1 eq. Br₂, DCM 2) 2 eq. NaNH, CH₂12 Zn-Cu Et₂O MeOH H₂CrO4 (aq)
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