9. Predict the major organic product(s) of each of the following reactions. If multiple products are equallyfavored, draw them all. When necessary, indicate stereochemistry with dashes and wedges. If no reactionwill occur, write "NR".OHHBrH₂O₂hv1) BH3, THF2) H₂O₂, NaOHH₂O1) 032) Me₂SPBr3pyrNBSH₂O₂DCM1) sia₂BHTHF2) H₂O₂, NaOHH₂O1.Na ⓇH₂2. H3O+ workupTHFLindlar'sOHnPrOHBrOH1) NaNH,NH32) CH₂Brcat. H₂SO4H₂O1) 1 eq. HBr2) 1 eq. Cl₂SOCI₂pyr1) 1 eq. Br₂, DCM2) 2 eq. NaNH,CH₂12Zn-CuEt₂OMeOHH₂CrO4 (aq)

There is more than one question,and as per answering guidelines I can answer first three…

Answered: HBr H₂O₂ hv 1) NaNH, NH3 2) CH3Br

Science

Chemistry

HBr H₂O₂ hv 1) NaNH, NH3 2) CH3Br

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions

Section20.6: Sigmatropic Shifts

Problem 20.12P

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Question

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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