Chemistry unit 4 reactions
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38 Terms
X2, H3O+
Acid Catalyzed Alpha Halogenation
X2, OH-
Base Promoted Alpha Halogenation
PBr3, Br2/H2O
Hell-Volhard-Zelinsky
1) LDA or NaOEt / 2) R-X
Alkylation of Enolates
LDA / R-X
Direct alkylation
2) alkyl halide (R-X)
Malonic and Acetoacetic Ester Synthesis
1) NaOEt / 2) H3O+, heat
Intramolecular Malonic Ester Synthesis
1) NaOEt / 2) H+
Claisen Condensation and Dieckmann Cyclization
NaOEt
Mixed Claisen Condensation
OH-, EtOH (or LDA/THF)
Aldol Addition
OH-, heat
Aldol Condensation
OH-
Mixed Aldol and Intramolecular Aldol
weak base / 1,3 dicarbonyl donor
Michael Reaction
1) 2° amine 2) Enone / 3) H3O+
Stork Reaction
What is this?
Keto
What is this?
enol
What is this?
Enolate
What is this?
enone
What is this?
enal
1,6 and 1,7 diesters are used in what reaction?
Dieckmann Cyclization
1,4 and 1,5 diketones are used in what reaction?
Intramolecular aldol
What is the starting material for Stork reaction?
ketone and secondary amine
What is the starting material for Michael Reaction?
Beta-keto ester, 1,3 dicarbonyl enone
What is the starting material for Intramolecular Aldol Reaction?
1,4 or 1,5 diketone
What is the starting material for Mixed Aldol Reaction?
aldehyde or ketone
What is the starting material for Aldol Condensation?
aldehyde or ketone with at least one alpha hydrogen
What is the starting material for Aldol Addition?
Aldehyde or ketone
What is the starting material for Mixed Claisen?
two esters
What is the starting material for Dieckmann Cyclization?
1,6 or 1,7 diesters
What is the starting material for Claisen Condensation?
Esters with at least 2 alpha hydrogens
What is the starting material for Intramolecular Malonic Ester Synthesis?
malonic ester
What is the starting material for Acetoacetic ester synthesis
Acetoacetic ester
What is the starting material for Malonic Ester Synthesis?
Malonic ester
What is the starting material for Direct Alkylation?
ketone, ester, or nitrile
What is the starting material for Alkylation of Enolates?
Ketone, Ester, or Nitrile
What is the starting material for Hell-Volhard-Zelinsky?
carboxylic acid
What is the starting material for Base-promoted Alpha Halogenation?
Aldehyde or Ketone
What is the starting material for Acid-catalyzed Alpha Halogenation?
aldehyde or ketone
Note 
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