Organic Reactions Flashcards
Alkane to CO2
Type: Combustion
Reactants: O2
Conditions: None
Notes: Can be complete or incomplete
Alkane to Halogenoalkane
Type: Free Radical Substitution
Reactants: X2 (Halogen)
Conditions: UV Light
Notes: Done in three steps (Initiation, Propagation, Termination)
Alkene to Alkane
Type: Free Radical Addition
Reactants: H2
Conditions: Ni catalyst, 150°C
Notes: Also known as hydrogenation
Alkene to Mono-Halogenoalkane
Type: Electrophilic Addition
Reactants: HX (Hydrogen halide)
Conditions: None
Notes: Major and Minor products can form
Alkene to Mono-Alcohol
Type: Electrophilic Addition
Reactants: Steam
Conditions: Acid catalyst e.g. H3PO4, 300-600°C, 5,000-10,000 kPa
Alkene to Diol
Type: Oxidation
Reactants: Acidified potassium manganate (VII) (KMnO4)
Conditions: Acidified
Notes: Colour change from purple to colourless (Manganate ions are reduced)
Alkene to Dihalogenoalkane
Type: Electrophilic Addition
Reactants: X2 (Halogen)
Conditions: None
Notes: Alkenes decolourise bromine water as bromine in water is brown, but dibromoalkanes are colourless
Halogenoalkane to Alcohol (2 ways)
Type: Nucleophilic Substitution
Reactants: Water or NaOH(aq)
Conditions: None or warmed
Notes: With water, it is hydrolysis. The reaction with water is slower
Halogenoalkane to Nitrile
Type: Nucleophilic Substitution
Reactants: KCN
Conditions: Ethanol and water mixture and reflux
Notes: Extends the carbon chain by one
Halogenoalkane to 1° Amine
Type: Nucleophilic Substitution
Reactants: Ammonia (NH3)
Conditions: Heated, ethanolic, excess ammonia and in a sealed tube
Notes: The excess ammonia reduces multiple substitutions
Halogenoalkane to Alkene
Type: Elimination
Reactants: NaOH
Conditions: Ethanolic and reflux
Notes: Major and Minor products can form
Alcohol to Chloroalkane (2 ways)
Reactants: Phosphorus Pentachloride (PCl5 or HCl
Conditions: Anhydrous or none
Notes: This is faster for tertiary alcohols
Alcohol to Bromoalkane
Reactants: KBr and 50% H2SO4
Conditions: Reflux
Notes: This is faster for tertiary alcohols
Alcohol to Iodoalkane
Reactants: Damp Red Phosphorus and Iodine
Conditions: Warmed
Notes: Actual reactant is PI3 which is formed in situ
Alcohol to Alkene
Type: Elimination (Dehydration)
Reactants: None
Conditions: Conc. acid catalyst e.g. H3PO4, 180°C
Alcohol to CO2
Type: Combustion
Reactants: O2
Conditions: None
Notes: The alcohol is oxidised
Primary Alcohol to Aldehyde
Type: Oxidation
Reactants: Acidified K2Cr2O7 OR acidified KMnO4
Conditions: Distil off the aldehyde as soon as it is formed
Notes: Colour change from orange to green OR from purple to colourless
Primary Alcohol to Carboxylic Acid
Type: Oxidation
Reactants: Acidified K2Cr2O7 OR acidified KMnO4
Conditions: Reflux
Notes: Colour change from orange to green OR from purple to colourless
Secondary Alcohol to Ketone
Type: Oxidation
Reactants: Acidified K2Cr2O7 OR acidified KMnO4
Conditions: Reflux
Notes: Colour change from orange to green OR from purple to colourless
Carbonyl to Alcohol
Type: Reduction
Reactants: LiAlH4
Conditions: Dry ether
Notes: Add acid after reaction
Carbonyl to Hydroxynitrile
Type: Nucleophilic Addition
Reactants: HCN
Conditions: KCN (HCN is only a weak acid)
Notes: Forms optical isomers unless methanal
Nitrile to Carboxylic Acid
Type: Hydrolysis
Reactants: Dilute HCl
Conditions: Reflux, distil off the carboxylic acid
Aldehyde to Carboxylic Acid
Type: Oxidation
Reactants: Acidified K2Cr2O7 OR acidified KMnO4
Conditions: Reflux
Carboxylic Acid to Alcohol
Type: Reduction
Reactants: LiAlH4
Conditions: Dry ether
Notes: Add acid after reaction. Goes straight to an alcohol, not an aldehyde
Carboxylic Acid to Ester
Type: Esterification (Condensation)
Reactants: An alcohol
Conditions: Acid catalyst e.g. conc. H2SO4
Notes: Reaction is reversible so distil off product just below 80°C and then react with sodium carbonate to remove any carboxylic acid
Ester to Carboxylic Acid
Type: Acid Hydrolysis
Reactants: None
Conditions: Dilute acid and reflux
Notes: An alcohol is also produced. This is a reversible reaction as it is the opposite of esterification
Ester to Carboxylate Ion
Type: Alkali Hydrolysis
Reactants: Dilute alkali e.g. NaOH
Conditions: Reflux
Notes: An alcohol is also produced. This reaction goes to completion
Carboxylic Acid to Acyl Chloride
Reactants: PCl5
Conditions: Anhydrous
Notes: Steamy fumes given off (corrosive HCl)
Acyl Chloride to Carboxylic Acid
Type: Nucleophilic Addition-Elimination
Reactants: Water
Conditions: None
Acyl Chloride to Ester
Type: Nucleophilic Addition-Elimination
Reactants: Alcohol
Conditions: Anhydrous
Acyl Chloride to Amide
Type: Nucleophilic Addition-Elimination
Reactants: conc. NH3
Conditions: Anhydrous
Acyl Chloride to N-Substituted Amide
Type: Nucleophilic Addition-Elimination
Reactants: Amine
Conditions: Anhydrous
Benzene to CO2
Type: Combustion
Reactants: O2
Conditions: None
Notes: Gives off a very smoky flame as there is not enough oxygen in air
Arene to Halogenoarene
Type: Electrophilic Substitution
Reactants: Halogen
Conditions: Catalyst e.g. AlCl3 or FeBr3
Adding an Alkyl Group to Benzene
Type: Electrophilic Substitution (Friedel-Crafts Alkylation)
Reactants: Halogenoalkane
Conditions: Anhydrous and catalyst (AlCl3, FeBr3)
Arene to Phenylketone
Type: Electrophilic Substitution (Friedel-Crafts Acylation)
Reactants: Acyl Chloride
Conditions: Dry ether and catalyst (AlCl3, FeBr3)
Benzene to Nitrobenzene
Type: Electrophilic Substitution
Reactants: Conc. HNO2
Conditions: Conc. H2SO4
Notes: For only one reaction, keep the reaction below 55°C
Nitrile to Amine (2 ways)
Type: Reduction
Reactants: LiAlH4 OR H2
Conditions: Dry ether, then add acid OR Ni catalyst and 150°C
Nitrobenzene to Phenylamine
Type: Reduction
Reactants: Conc. HCl
Conditions: A tin catalyst and reflux
Halogenoalkane to Grignard Reagent
Reactants: Mg
Conditions: Dry ether and reflux
Notes: Carried in in situ for the reaction of the grignard reagent
Grignard Reagent to Carboxylic Acid
Reactants: CO2
Conditions: Dry ether
Grignard Reagent to Alcohol
Reactants: Carbonyl
Conditions: Dry ether
Grignard Reagent to Alkane
Reactants: Water
Conditions: None
Alcohol to Ester
Type: Esterification (Condensation)
Reactants: A carboxylic acid
Conditions: Acid catalyst e.g. conc. H2SO4
Notes: Reaction is reversible so distil off product just below 80°C and then react with sodium carbonate to remove any carboxylic acid
Carbonyl to 3° Alcohol
No reaction
Methyl Ketone to Pale Yellow Precipitate (CH3I)
Reactant: Iodine
Conditions: Warm gently, alkaline conditions
Carbonyl to Orange Precipitate
Reactant: 2,4-DNPH
Conditions: None
Notes: Melting point of the precipitate can determine the carbonyl
Carboxylic Acid to Carboxylate Salt
Reactant: An alkali
Conditions: Reflux
Acyl Chloride to Phenyl Ketone
Type: Electrophilic Substitution (Friedel-Crafts Acylation)
Reactants: Benzene
Conditions: Dry ether and AlCl3 catalyst
N-Substituted Amide to Carboxylic Acids and Amines
Type: Hydrolysis
Reactants: None
Conditions: Acidic or alkaline conditions