3.3.14 Organic Synthesis Flashcards
Alkane → Halogenalkane
State the reaction and the conditions
- Free-radical substitution
- X2, UV light
Halogenalkane → Secondary/tertiary amines, their salts and quaternary ammonium salts
State the reaction and the conditions
- Nucleophilic substitution
- Ammonia, heat
- (not primary halogenalkanes)
Halogenalkane → Primary Amine
State the reaction and the conditions
- Nucleophilic substitution
- Excess ammonia, heat
- (primary halogenalkanes only)
Halogenalkane → Nitrile
State the reaction and the conditions
- Nucleophilic substitution
- KCN(aq), ethanol, reflux
Halogenalkane → Alcohol
State the reaction and the conditions
- Nucleophilic substitution
- Warm, NaOH(aq), reflux
Halogenalkane → Alkene
State the reaction and the conditions
- Elimination
- KOH, ethanol, reflux
Nitrile → Primary Amine
State the reaction and the conditions
- Reduction
- LiAlH4, dry ether, dilute H2SO4
- OR hydrogen gas, platinum/nickel catalyst, high temperature and pressure
Alkene → Halogenalkane
State the reaction and the conditions
- Electrophilic Addition
- HX, 20°C
Alkene → Dibromoalkane
State the reaction and the conditions
- Electrophilic addition
- Br2, 20°C
- (test for unsaturation)
Alkene → Alcohol
State the reaction and the conditions
- Hydrolysis
- H3PO4 catalyst, steam, 300°C, 60 atm
- Electrophilic addition
- H2O, H2SO4 catalyst
Alcohol → Alkene
State the reaction and the conditions
- Elimination
- conc H2SO4, reflux
Alcohol → Carboxylic Acid
State the reaction and the conditions
- Oxidation
- K2Cr2O7, H2SO4, relfux
- (primary alcohols only)
Alcohol → Aldehyde/ketone
State the reaction and the conditions
- Oxidation
- K2Cr2O7, H2SO4, heat in distillation apparatus
Aldehyde/ketone → Alcohol
State the reaction and the conditions
- Reduction/nucleophilic addition
- NaBH4 in water with methanol
Aldehyde/ketone → Hydroxynitrile
State the reaction and the conditions
- Nucleophilic addition
- KCN(aq), H2SO4, 20°C