Chapter 10, Organic Synthesis Flashcards
Alkene > Haloalkane
Electrophilic Addition
HBr
Alkene > Dihaloakane
Electrophilic Addition
Br2 in organic solvent
Alkene > Alcohol
Electrophilic Addition + Hydrolysis
Conc H2SO4, then H20
Haloalkane > Alcohol
Nucleophilc Substitution
NaOH aq solvent, heating under reflux
Haloalkane > Alkene
Elimination
NaOH in alcoholic solvent, heating under reflux
Haloalkane > Nitrile
Nucleophilic Substitution
NaCN in ethanol, heating under reflux
Haloalkane > Amine
Nucleophilic Substitution
NH3 in ethanol, sealed vessel
Alcohol > Ester
Esterification
Carboxylic acid, warm, conc H2SO4 (catalyst)
Alcohol > Alkene
Elimination
conc H2SO4, heat
Secondary Alcohol > Ketone
Oxidation
Acidified Potassium Dichromate
Primary Alcohol > Carboxylic Acid
Oxidation
Acidified Potassium Dichromate
Primary Alcohol > Aldehyde
Oxidation
Acidified Potassium Dichromate, distillation
Ketone > Secondary Alcohol
Reduction
aq NaBH4
Aldehyde or Ketone > Hydroxynitrile
Nucleophilc Addition
HCN
Aldehyde > Primary Alcohol
Reduction
aq NaBH4