Organic Synthesis Flashcards
What is the condition for alkane to haloalkane?
UV light
What is the reagent for alkane to haloalkane?
X2
What is the type of reaction for alkane to haloalkane?
Free radical substitution
What is the reagent for haloalkane to secondary/tertiary amine/quaternary alkyl ammonium salt?
primary/secondary/tertiary amine
What is the condition for haloalkane to secondary/tertiary amine/quaternary alkyl ammonium salt?
excess haloalkane in an ethanolic solution, done under reflux
What is the mechanism for haloalkane to secondary/tertiary amine/quaternary alkyl ammonium salt?
nucleophilic substitution
What is the mechanism for haloalkane to nitrile?
nucleophilic substitution
What is the reagent for haloalkane to nitrile?
KCN
What are the conditions for haloalkane to nitrile?
the KCN is aqueous in an ethanolic solution and it is done under reflux
What is the attacking species for haloalkane to nitrile?
:CN-
What is the mechanism for haloalkane to primary amine?
nucleophilic substitution
What is the reagent for haloalkane to primary amine?
NH3
What are the conditions for haloalkane to primary amine?
EXCESS NH3 in ethanolic solution and heat under pressure
What is the reagent for haloalkane to an alcohol?
NaOH
What is the mechanism for haloalkane to alcohol?
Nucleophilic substitution
What is the attacking species for haloalkane to alcohol?
:OH-
What are the conditions for haloalkane to alcohol?
NaOH is aqueous and in ethanolic solution, warmed and dilute
What is the mechanism for haloalkane to alkene?
elimination
What is the reagent for haloalkane to alkene?
KOH
What is the attacking species for haloalkane to alkene?
:OH-
What are the conditions for haloalkane to alkene?
KOH is in an ethanolic solution and it is hot and concentrated
What is the mechanism for alkene to haloalkane?
electrophilic addition
What is the reagent for alkene to haloalkane?
HX
What is the reagent for alkene to dihaloalkane?
X2
What is the condition for alkene to alkane?
Ni
What is the reagent for alkene to alkane?
H2
What is the mechanism/type of reaction for alkene to alkane?
addition/reduction/hydrogenation
What is the reagent for alkene to alkylhydrogensulfate?
H2SO4
What is the mechanism for alkene to alkylhydrogensulfate?
Electrophilic addition
What is the mechanism for acyl chloride/acid anhydride to amide?
nucleophilic addition-elimination
What is the reagent for acyl chloride/acid anhydride to amide?
NH3
What is the mechanism for acyl chloride/acid anhydride to N-substituted amide?
nucleophilic addition-elimination
What is the reagent for acyl chloride/acid anhydride to N-substituted amide?
primary amine
What is the mechanism for acyl chloride/acid anhydride to ester?
nucleophilic addition-elimination
What is the reagent for acyl chloride/acid anhydride to ester?
alcohol
What is the mechanism/type of reaction for acyl chloride/acid anhydride to carboxylic acid?
nucleophilic addition-elimination/hydrolysis
What is the reagent for acyl chloride/acid anhydride to carboxylic acid?
water
What is the type of reaction for triester (lipid) to biodiesel?
transesterification
What is the reagent for triester to biodiesel?
methanol
What is the condition for triester to biodiesel?
KOH catalyst
What is the type of reaction for carboxylic acid to carboxylate salt?
neutralisation
What is the reagent for carboxylic acid to carboxylate salt?
OH-
What is the type of reaction for carboxylate salt to carboxylic acid?
acidification
What is the reagent for carboxylate salt to carboxylic acid?
H+
What is the type of reaction for ester to carboxylic acid?
hydrolysis
What is the reagent for ester to carboxylic acid?
H2O
What are the conditions for ester to carboxylic acid?
H+/OH- catalyst
What is the reagent for nitrile to primary amine?
LiAlH4 or H2
What is the type of reaction for nitrile to primary amine?
reduction
What are the conditions for nitrile to primary amine?
LiAlH4 - (ether) or H2 - Ni catalyst
What is the mechanism for alkene to alcohol?
electrophilic addition
What is the reagent for alkene to alcohol?
H2O
What is the condition for alkene to alcohol?
H3PO4 catalyst
What is the attacking species for alkene to alcohol?
H+
What is the mechanism for alcohol to alkene?
elimination
What is the attacking species for alcohol to alkene?
H+
What are the conditions for alcohol to alkene?
concentrated H2SO4 or H3PO4 catalyst
What is the reagent for alkylhydrogensulfate to alcohol?
H2O
What is the type of reaction for alkylhydrogensulfate to alcohol?
hydrolysis
What is the reagent for primary amine to secondary/tertiary amine/quaternary alkyl ammonium salt?
haloalkane
What is the mechanism for primary amine to secondary/tertiary amine/quaternary alkyl ammonium salt?
nucleophilic substitution
What are the conditions for primary amine to secondary/tertiary amine/quaternary alkyl ammonium salt?
done under reflux with an excess of haloalkane
What is the type of reaction for nitrile to carboxylic acid?
hydrolysis
What is the reagent for nitrile to carboxylic acid?
H2O
What is the condition for nitrile to carboxylic acid?
H+ catalyst
What is the reagent for primary amine to N-substituted amide?
acid chloride/anhydride
What is the mechanism for primary amine to N-substituted amine?
nucleophilic addition-elimination
What is the mechanism/type of reaction for alcohol to ester?
nucleophilic addition-elimination/esterification/condensation
What are the reagents for alcohol to ester?
carboxylic acid or acyl chloride/acid anhydride
What is the condition for alcohol to ester?
carboxylic acid (reagent) - reflux with concentrated H2SO4 catalyst
What is the type of reaction for ester to alcohol?
hydrolysis
What is the reagent for ester to alcohol?
H2O
What is the condition for ester to alcohol?
H+/OH- catalyst
What type of reaction is ester to carboxylic acid?
hydrolysis
What is the reagent for ester to carboxylic acid?
H2O
What is the condition for ester to carboxylic acid?
H+/OH- catalyst
What is the mechanism/type of reaction for carboxylic acid to ester?
nucleophilic addition-elimination/esterification/condensation
What is the reagent for carboxylic acid to ester?
alcohol
What are the conditions for carboxylic acid to ester?
reflux with concentrated H2SO4 catalyst
What is the type of reaction for aldehyde to carboxylic acid?
oxidation
What are the reagents for aldehyde to carboxylic acid?
K2Cr2O7/H+
What is the condition for aldehyde to carboxylic acid?
done under reflux
What is the type of reaction for primary alcohol to aldehyde?
(partial) oxidation
What are the reagents for primary alcohol to aldehyde?
K2Cr2O7/H+
What is the condition for primary alcohol to aldehyde?
distillation
What is the reagent for aldehyde to primary alcohol?
NaBH4
What is the mechanism/type of reaction for aldehyde to primary alcohol?
nucleophilic addition/reduction
What is the condition for aldehyde to primary alcohol?
acidic conditions (H+)
What is the attacking species for aldehyde to primary alcohol?
:H-
What is the mechanism for aldehyde to alpha-hydroxynitrile?
nucleophilic addition
What are the reagents for aldehyde to alpha-hydroxynitrile?
KCN/H+
What is the condition for aldehyde to alpha-hydroxynitrile?
reflux
What is the attacking species for aldehyde to alpha-hydroxynitrile?
:CN-
What are the reagents for secondary alcohol to ketone?
K2Cr2O7/H+
What is the condition for secondary alcohol to ketone?
reflux
What type of reaction is secondary alcohol to ketone?
oxidation
What is the reagent for ketone to secondary alcohol?
NaBH4
What is the condition for ketone to secondary alcohol?
acidic conditions (H+)
What mechanism is ketone to secondary alcohol?
nucleophilic addition
What is the attacking species for ketone to secondary alcohol?
:H-
What are the reagents for ketone to alpha-hydroxynitrile?
KCN/H+
What is the condition for ketone to alpha-hydroxynitrile?
reflux
What is the mechanism for ketone to alpha-hydroxynitrile?
nucleophilic addition
What is the attacking species for ketone to alpha-hydroxynitrile?
:CN-
What is the type of reaction for benzene to cyclohexane?
reduction/addition/hydrogenation
What is the reagent for benzene to cyclohexane?
H2
What is the condition for benzene to cyclohexane?
Ni catalyst
What is the reagent for benzene to nitrobenzene?
concentrated HNO3
What is the condition for benzene to nitrobenzene?
concentrated H2SO4
What is the attacking species for benzene to nitrobenzene?
NO2 +
What is the mechanism for benzene to nitrobenzene?
electrophilic substitution
What are the reagents for nitrobenzene to phenylamine?
Sn + concentrated HCl
What is the condition for nitrobenzene to phenylamine?
reflux
What is the type of reaction for nitrobenzene to phenylamine?
reduction
What is the reagent for benzene to phenylketone?
acid chloride
What is the condition for benzene to phenylketone?
AlCl3
What is the attacking species for benzene to phenylketone?
R+C=O
What is the mechanism of benzene to phenylketone?
electrophilic substitution
What is the reagent of phenylketone to phenylalcohol?
NaBH4
What is the condition for phenylketone to phenylalcohol?
acidic conditions
What is the type of reaction/mechanism for phenylketone to phenylalcohol?
reduction/nucleophilic addition
What is the attacking species for phenylketone to phenylalcohol?
:H-
What are the reagents for phenylketone to phenylhydroxynitrile?
KCN/H+
What is the condition for phenylketone to phenylhydroxynitrile?
reflux
What is the mechanism for phenylketone to phenylhydroxynitrile?
nucleophilic addition
What is the attacking species for phenylketone to phenylhydroxynitrile?
:CN-