Br Br 1) Mg, Et₂O 2) 0 3) H 1) Mg, Et-O 2) 0 3) H 1) CH₂MgBr, Et₂0 2) H+ H 1) CH₂MgBr, Et₂0 2) H ?

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter4: Polar Bonds, Polar Reactions
Section: Chapter Questions
Problem 29CTQ
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QI) Which two reactions have the same products, for those that don't have similar, show the process with curved arrows to their product(s).
но
OH
Br
Br
OH
8
Br
H CHỊCH,
1) Mg. Et₂O
2) 0 H
3) H*
QII) Use surved arrows to illustrate each reaction step by step.
1) Mg, Et-O
2) 0
3) H*
1) CH₂MgBr, Et,O
2) H+
1) CH₂MgBr, Et-O
1) H₂CrO4
2) H+
1) excess CH3MgBr
2) H* workup
3) PCC
1)CH CO H
2) CH₂OH/H+
O
2) H₂C-C-OH, H+, heat
3) H₂/Pd
1) CH₂MgBr
2) H*/H₂O
OsO4/ Peroxides
LiCu(CH3)2
H
CH3 CH3
H
H
OH
OH
OH
OH
H CH₂CH₂
OH
?
OH
Transcribed Image Text:QI) Which two reactions have the same products, for those that don't have similar, show the process with curved arrows to their product(s). но OH Br Br OH 8 Br H CHỊCH, 1) Mg. Et₂O 2) 0 H 3) H* QII) Use surved arrows to illustrate each reaction step by step. 1) Mg, Et-O 2) 0 3) H* 1) CH₂MgBr, Et,O 2) H+ 1) CH₂MgBr, Et-O 1) H₂CrO4 2) H+ 1) excess CH3MgBr 2) H* workup 3) PCC 1)CH CO H 2) CH₂OH/H+ O 2) H₂C-C-OH, H+, heat 3) H₂/Pd 1) CH₂MgBr 2) H*/H₂O OsO4/ Peroxides LiCu(CH3)2 H CH3 CH3 H H OH OH OH OH H CH₂CH₂ OH ? OH
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