Organic Synthesis Reactions Flashcards
Alkene -> poly (alkene)
High pressure, catalyst (e.g. Ziegler Natta) and polymerisation
Alkene -> dihalogenoalkane
Br2, Cl2
Room temp
Electrophilic addition
Dihalogenoalkane-> Diol
KOH (aq)
Heat under reflux
Nucleophilic substitution
Alkene -> halogenoalkane
HBr, HCl
Room temp
Electrophilic addition
Alkene -> Diol
KMnO4
Oxidation
Alkene -> alkane
H2
Nickel catalyst
Addition/ reduction
Alkane -> halogenoalkane
Br2, Cl2
UV light
Free radicals substitution
Halogenoalkane -> alkene
KOH alcoholic
Heat under reflux
Elimination
Alkene -> alcohol
Steam
Catalyst= Conc H3PO4
Alcohol -> Alkene
Conc H3PO4
Elimination
Dehydration
Alcohol -> Halogenoalkane
PCl5
NaBr/ H2SO4
Red phosphorous mixture with Br or I2
Heat under reflux
Substitution
Halogenoalkane -> alcohol
KOH (aq)
Heat under reflux
Nucleophilic substitution
Halogenoalkane -> Amine
Alcoholic NH3
Heat under pressure
Nucleophilic substitution
Halogenoalkane -> Nitrile
CN- in ethanol/water mixture
Nucleophilic substitution
Nitrile -> amine
LiAlH4
Reduction
Amine -> 2o amine / 3o amine
Halogenoalkane
Nucleophilic substitution
Amine -> secondary amide
Acyl chloride
Room temp
Nucleophilic addition / elimination
Nitrile -> carboxylic acid
Acid hydrolysis
Heat with HCl
Acyl chloride -> secondary amide
1o amine
Room temp
Acyl chloride -> primary amide
NH3
Room temp
Acyl chloride -> ester
Alcohol
Room temp
Alcohol -> ester
Carboxylic acid + H2SO4
Heat
Esterification
Acyl chloride -> Carboxylic acid
H2O
Room temp
Carboxylic acid -> Acyl chloride
PCl5
Carboxylic acid -> ester
Alcohol +H2SO4
Heat
Esterification
Carboxylic acid -> alcohol
LiAlH4
Reduction
Aldehyde -> carboxylic acid
K2Cr2O7/ H+
Heat under reflux + excess oxidising agent
Oxidation
Aldehyde -> alcohol
LiAlH4
Reduction
Alcohol -> aldehyde PRIMARY
K2CR2O7/ H+
If primary: heat gently and distill partial oxidation
Alcohol -> ketone
K2Cr2O7/ H+
IF SECONDARY, heat under reflux and oxidation
Ketone-> alcohol
LiAlH4
Reduction
Aldehyde/ Ketone -> hydroxynitrile
HCN + KCN
Nucleophilic addition