Synthetic Routes (conditions + Mechanism) Flashcards
Alkene -> poly(alkene)
High pressure
Catalyst
Alkene -> dihalogenoalkane
Br2/Cl2 , room temp , Electrophilic addition
dihalegenoalkane -> diol
KOH , aqueous heat under reflux , nucleophilic substitution
Alkene -> alcohol
Step 1 : H2SO4 (electrophilic addition )
Step 2 : H20 warm hydrolysis
Alcohol ->Alkene
Conc H2SO4/H3PO4
Elimination, dehydration
Primary Alcohol -> aldehyde
Na2Cr2O7/H+ (or acidified potassium dichromate) heat and distill , partial oxidation
Secondary alchahol -> ketone
Na2Cr2O7/H+ (or acidified potassium dichromate) heat , oxidation
Aldehyde/ ketone -> alcohol
NaBH4 , reduction , nucleophilic addition
Aldehyde/ ketone -> hydroxynitrile
KCN + H2SO4 , nucleophilic addition
Aldehyde -> carboxylic acid ( from primary alcohol)
K2Cr207/H+ or NaCr2O7/H+
Heat under reflux + excess oxidising agent
(Oxidation)
Alcohol -> ester
Carboxylic acid + H2SO4
Heat
Esterification
Carboxylic acid -> ester
Alcohol + H2SO4
Heat
Esterification
Acyl chloride / acid anhydride -> carboxylic acid
H20 ,Room temp , Nucleophilic addition/elimination
Acyl chloride/Acid anhydride -> ester
Alcohol
Room temp
Nucleophilic addition/elimination
Acyl chloride/ acid anhydride -> primary amide
NH3
Room temp
Nucleophilic addition/elimination
Acyl chloride/ acid anhydride-> secondary amide
Primary amine
Room temp
Nucleophilic addition/elimination
Primary amine -> secondary amide
Acyl chloride
Room temp
Nucleophilic addition/elimination
Primary amine -> secondary amine/tertiary amine/quaternary salt
Halegenoalkane
Nucleophilic substitution
Nitrile -> primary amine
LiAlH4 in ether reduction / H2 ni catalyst
Halegenoalkane -> nitrile
KCN in ethanol
Water mixture heat under reflux
Nucleophilic substitution
Halegenoalkane -> primary amine
Alcoholic NH3
Heat under pressure
Nucleophilic substitution
Alkane -> Halegenoalkane
Br2/cl2
Uv light
Free radical substitution
Halegenoalkane -> alchahol
KOH aqueous heat under reflux
Nucleophilic substitution
Halegenoalkane-> Alkene
KOH Alcoholic heat under reflux
Elimination