Organic Synthesis Flashcards
What mechanism turns an alkane into a halogenoalkane?
free radical substitution
What reagents and conditions are needed for free radical substitution?
reagent: halogen
conditions: uv light
What mechanism turns a halogenoalkane into an alcohol and what are the reagents and conditions required?
nucleophilic substitution
reagent: NaOH
conditions warm aq
What mechanism turns a halogenoalkane into an alkene and what are the reagents and conditions required?
elimination
reagent: NaOH/KOH
conditions: hot ethanol
What mechanism turns a halogenoalkane into a nitrile and what are the reagents and conditions required?
nucleophilic substitution
reagent: KCN
conditions: aq ethanol
What mechanism turns an alkene into an alkane and what are the reagents and conditions required?
Catalytic hydrogenation
reagent: H2
conditions: Ni
What mechanism turns a halogenoalkane into a primary amine and what are the reagents and conditions required?
nucleophillic substitution
reagent: NH3
conditions: XS ammonia
What mechanism turns an alkene into dibromoalkane and what are the reagents and conditions required?
Electrophilic addition
reagent: Br2
conditions: N/A
What mechanism turns an alkene into bromoalkane and what are the reagents and conditions required?
Electrophilic addition
reagent: HBr
conditions: N/A
What mechanism turns an alkene into alkylhydrogensulphate then alcohol and what are the reagents and conditions required?
Electrophilic addition
and hydrolysis
reagent: conc H2SO2 & water
conditions: N/A
- first turn it into an alkylhydrogensulfate
- then hydrolyse into an alcohol
What mechanism turns an alkene into an alcohol and what are the reagents and conditions required?
Electrophillic addition
reagent: steam
conditions: conc H2SO4 catalyst
What mechanism turns an alcohol into an alkene and what are the reagents and conditions required?
Elimination/dehydration
reagents: conc H2SO4
conditions: N/A
What reaction turns a primary alcohol into an aldehyde and what are the reagents and conditions required?
Oxidation
reagents: acidified K2Cr2O7
conditions: distillation
What is the equation for the oxidation of a primary alcohol to an aldehyde?
RCH2OH + [O] > RCHO + H2O
What reaction turns a primary alcohol into a carboxylic acid and what are the reagents and conditions required?
Oxidation
reagent: acidified K2CR2O7
conditions: reflux , XS K2CR207
What is the equation for the oxidation of a primary alcohol to a carboxylic acid?
RCH2OH + 2[O] > R-COOH + H2O
What reaction turns an aldehyde into a carboxylic acid and what are the reagents and conditions required?
Oxidation
reagent: acidified K2CR2O7
conditions: reflux
What is the equation for the oxidation of an aldehyde to a carboxylic acid?
RCHO + [O] > RCOOH
What reaction turns a secondary alcohol into a ketone and what are the reagents and conditions required?
Oxidation
reagent: acidified K2CR2O7
conditions: reflux
What is the equation for the oxidation of a secondary alcohol to a ketone?
RCH(OH)R + [O] > RCHOR + H2O
What mechanism turns an aldehyde or ketone into an alcohol and what are the reagents and conditions required?
Nucleophilic addition/reduction
reagents: NaBH4
conditions: N/A
What is the equation for the reduction of an A/K to an alcohol?
RCHOR + 2[H] > RCH(OH)R
What mechanism turns an aldehyde or ketone into a hydroxynitrile and what are the reagents and conditions required?
Nucleophilic addition
reagents: KCN & dilute HCl
conditions: N/A
What mechanism turns an acyl chlorides into carboxylic acids and what are the reagents and conditions required?
Nucleophilic addition elimination
reagents: water
conditions: N/A
What mechanism turns an acyl chlorides into an ester and what are the reagents and conditions required?
Nucleophilic addition elimination
reagents: alcohol
conditions: N/A
What mechanism turns an acyl chlorides into an amide and what are the reagents and conditions required?
Nucleophilic addition elimination
reagents: ammonia
conditions: N/A
What mechanism turns an acyl chlorides into a secondary amide and what are the reagents and conditions required?
Nucleophilic addition elimination
reagents: amide
conditions: N/A
What mechanism turns an acid anhydride into a carboxylic acid and what are the reagents and conditions required?
Nucleophilic addition elimination
reagents: water
conditions: N/A
What mechanism turns an acid anhydride into an ester and what are the reagents and conditions required?
Nucleophilic addition elimination
reagents: alcohol
conditions: N/A
What mechanism turns an acid anhydride into an amine and what are the reagents and conditions required?
Nucleophilic addition elimination
reagents: ammonia
conditions: N/A
What mechanism turns an acid anhydride into a secondary amide and what are the reagents and conditions required?
Nucleophilic addition elimination
reagents: amide
conditions: N/A
What reaction turns a carboxylic acid into a carboxylic salt and what are the reagents and conditions required?
Neutralisation
reagent: NaOH
conditions: N/A
What reaction turns a carboxylic acid into an ester and what are the reagents and conditions required?
Esterification
reagents: alcohol
conditions: conc H2SO4
What reaction turns an ester into a carboxylic acid and alcohol and what are the reagents and conditions required?
Acid hydrolysis
reagent: water
condition: conc H2SO4
What reaction turns an ester into a carboxylate salt and alcohol and what are the reagents and conditions required?
Base hydrolysis
reagent: NaOH
condition: N/A
What mechanism turns benzene into nitrobenzene and what are the reagents and conditions required?
Electrophilic substitution
reagent: conc HN03
condition: conc H2SO4
What mechanism turns benzene into phenylketone and what are the reagents and conditions required?
Electrophilic substitution
reagent: acyl chloride
condition: AlCl3
What mechanism turns a primary amine into a secondary amine and what are the reagents and conditions required?
Nucleophilic substitution
reagent: haloalkane
conditions: N/A
What mechanism turns a secondary amine into a tertiary amine and what are the reagents and conditions required?
Nucleophilic substitution
reagent: haloalkane
conditions: N/A
What mechanism turns a tertiary amine into a quaternary ammonium salt and what are the reagents and conditions required?
Nucleophilic substitution
reagent: haloalkane
conditions: N/A
What reaction turns an amine into an alkylammonium salt and what are the reagents and conditions required?
Acid-base
reagent: HCl
conditions: N/A
What reaction turns nitrobenzene into phenylamine and what are the reagents and conditions required?
Reduction
reagent: conc HCl
conditions: Tin/Sn
What reaction turns a nitrile into an amine and what are the reagents and conditions required?
Reduction
reagent: H2
condition: Ni
What reaction turns a nitrile into a carboxylic acid and what are the reagents and conditions required?
Hydrolysis
reagent: dilute HCl
condition: N/A
What mechanisms/reactions dont require conditions
- electrophilic addition
- hydrolysis
- dehydration
- reduction
- oxidation
- nucleophilic addition elimination
- nucleophilic substitutions with amines
- Acid-base