Organic - Organic Synthesis Flashcards
What is the mechanism, reagents & conditions for the conversion of Alkene -> Dihaloalkane?
Mechanism – Electrophilic Addition
Reagents – Halogen e.g. Br2
Conditions – N/A
What is the mechanism, reagents & conditions for the conversion of Alkene -> Alcohol
Mechanism – Electrophilic Addition
Reagents – H2O
Conditions – Conc H2SO4 or conc H3PO4 & 300 degrees C and 7MPa
What is the mechanism, reagents & conditions for the conversion of Alcohol -> Alkene
Mechanism – Elimination
Reagents – Conc H2SO4 or conc H3PO4 (or Al2O3 catalyst)
Conditions – 170 degrees C for acid dehydration
What is the mechanism, reagents & conditions for the conversion of Alcohol -> Aldehyde/Ketone?
Mechanism – N/A (Oxidation reaction)
Reagents – Acidified Potassium Dichromate (VI) Solution
Conditions – Heat and distil/reflux
What is the mechanism, reagents & conditions for the conversion of Aldehyde/Ketone -> Alcohol?
Mechanism – Nucleophilic Addition
Reagents – NaBH4
Conditions – Aqueous Solution
What is the mechanism, reagents & conditions for the conversion of Aldehyde/Ketone -> Hydroxy nitrile?
Mechanism – Nucleophilic Addition
Reagents – KCN followed by dilute acid
Conditions – N/A
What is the mechanism, reagents & conditions for the conversion of Alkene -> Halogenoalkane?
Mechanism – Electrophilic Addition
Reagents – HX
Conditions – N/A
What is the mechanism, reagents & conditions for the conversion of Halogenoalkane -> Alkene?
Mechanism – Elimination
Reagents – KOH (dissolved in ethanol)
Conditions – Heat under reflux
What is the mechanism, reagents & conditions for the conversion of Halogenoalkane -> Alcohol?
Mechanism – Nucleophilic Substitution
Reagents – NaOH (aq)
Conditions – Heat under reflux
What is the mechanism, reagents & conditions for the conversion of Alcohol -> Carboxylic Acid?
Mechanism – Oxidation
Reagents – Excess of a mixture of potassium dichromate(VI) solution and dilute H2SO4
Conditions – Heat under reflux
What is the mechanism, reagents & conditions for the conversion of Carboxylic Acid -> Alcohol?
Mechanism – Nucleophilic Addition
Reagents – LiAlH4
Conditions – In dry ether
What is the mechanism, reagents & conditions for the conversion of Carboxylic Acid -> Aldehyde/Ketone?
Mechanism – Nucleophilic Addition
Reagents – LiAlH4
Conditions – In dry ether
What is the mechanism, reagents & conditions for the conversion of Aldehyde/Ketone -> Carboxylic Acid?
Mechanism – N/A (Oxidation reaction)
Reagents – Acidified Potassium Dichromate (VI) Solution
Conditions – Heat under reflux
What is the mechanism, reagents & conditions for the conversion of Alkane -> Halogenoalkane?
Mechanism – Free Radical Substitution
Reagents – Cl2
Conditions – UV Light
What is the mechanism, reagents & conditions for the conversion of Halogenoalkane -> Primary Amine?
Mechanism – Nucleophilic Substitution
Reagents – conc NH3
Conditions – Excess NH3 dissolved in ethanol.
What is the mechanism, reagents & conditions for the conversion of Halogenoalkane -> Secondary/Tertiary Amines & Quaternary Ammonium Salts?
Mechanism – Nucleophilic Substitution
Reagents – Primary Amine
Conditions – Amine dissolved in ethanol
What is the mechanism, reagents & conditions for the conversion of Halogenoalkane -> Nitrile?
Mechanism – Nucleophilic Substitution
Reagents – Potassium Cyanide (dissolved in ethanol)
Conditions – N/A
What is the mechanism, reagents & conditions for the conversion of Nitrile -> Primary Amine?
Mechanism – Nucleophilic Addition
Reagents – LiAlH4
Conditions – In dry ether
What is the mechanism, reagents & conditions for the conversion of Carboxylic Acid -> Ester?
Mechanism – Nucleophilic Addition-Elimination
Reagents – Alcohol
Conditions – conc H2SO4
What is the mechanism, reagents & conditions for the conversion of Ester -> Carboxylic Acid?
Mechanism – N/A (Acid/Base Hydrolysis reaction)
Reagents – Dilute HCl
Conditions – Heat under reflux
What is the mechanism, reagents & conditions for the conversion of Acyl Chloride/Acid Anhydride -> Ester?
Mechanism – Nucleophilic Addition-Elimination
Reagents – Alcohol added to acid chloride
Conditions – Room temperature
What is the mechanism, reagents & conditions for the conversion of Acyl Chloride/Acid Anhydride -> Carboxylic Acid?
Mechanism – Nucleophilic Addition-Elimination (only Acyl Chloride)
Reagents – H2O
Conditions – Room temperature
What is the mechanism, reagents & conditions for the conversion of Acyl Chloride/Acid Anhydride -> N-Substituted Amide?
Mechanism – Nucleophilic Addition-Elimination
Reagents – Ammonia
Conditions – Chloride added to conc ammonia
What is the mechanism, reagents & conditions for the conversion of Benzene -> Nitrobenzene?
Mechanism – Electrophilic Substitution
Reagents – Conc HNO3 and Conc H2SO4
Conditions – Lower temperature to prevent further nitration
What is the mechanism, reagents & conditions for the conversion of Benzene -> Phenyl ketone?
Mechanism – Electrophilic Substitution
Reagents – CH3COCl or (CH3CO)2O
Conditions – AlCl3 catalyst and (CH3CO)2O
What is the mechanism, reagents & conditions for the conversion of Nitrobenzene -> Aromatic Amine?
Mechanism – N/A (Reduction reaction)
Reagents – Sn and HCl
Conditions – Heat under reflux and add NaOH (aq)
What is the mechanism, reagents & conditions for the conversion of Alcohol -> Halogenoalkane?
Mechanism – N/A (substitution reaction)
Reagents – HX (prepared in situ from NaX and conc H2SO4)
Conditions – Heat under reflux