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Final

CHM247H1 Study Guide - Final Guide: Michael Reaction, Phosphorus Tribromide, Sodium Hydroxide

3 Pages
74 Views
Summer 2017

Department
Chemistry
Course Code
CHM247H1
Professor
Cecilia Kutas
Study Guide
Final

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©2004 Gregory R. Cook page 1Chem 342
North Dakota State University
Need to Know Reactions
Final Exam
Please note that only new reactions are included here. You should also look at the Need TO
Know reactions from tests 1-3.
Carbonyl Alpha-Halogenation
O
Br2
CH3CO2H
O
Br Br2PBr3
O
OH
O
OH
1)
2) H2O
Br
Carbonyl Alpha-Alkylation
O O
1) LDA
2) R Br
R
OO NaOMe, MeOH OO
R Br
R
OMe
O
MeO
ONaOMe, MeOH
OMe
O
MeO
O
R Br
R
OMe
OO NaOMe, MeOH
OMe
OO
R Br
R
Carbonyl Condensation Note that these could be mixed carbonyls or intramolecular reactions.
H
R
O
H
R
O
+H
R
O
R
OH
NaOEt
EtOH EtO
R
O
EtO
R
O
+EtO
R
O
R
O
NaOEt
EtOH
Michael Addition (carbonyl condensations)
OO
+
CO2Et
O
NaOEt
EtOH
OEtO
O
OO
N
H
N N OH2O
OO

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Description
Need to Know Reactions Final Exam Please note that only new reactions are included here. You should also look at the Need TO Know reactions from tests 13. Carbonyl AlphaHalogenation O O Br Br O 1) B2 PBr3 O 2 OH 2) 2 O OH CH 3O 2 Br Carbonyl AlphaAlkylation O O O O NaOMe, MeOH O O 1) LDA R 2) R Br R Br R O O NaOMe, MeOH O O O O NaOMe, MeOH O O OMe MeO OMe OMe MeO OMe R Br R Br R R Carbonyl Condensation Note that these could be mixed carbonyls or intramolecular reactions. O O O OH O O O O NaOEt NaOEt H + H EtOH H EtO +EtO EtOH EtO R R R R R R R R Michael Addition (carbonyl condensations) O O O O NaOEt + EtOH EtO O CO2Et O O O O N N N O H2O H 2004 Gregory R. Cook page 1 Chem 342 North Dakota State University
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