Organic Synthesis Flashcards
Phenol neutralisation
+NaOH - acts as a weak acid (more acidic than alcohols less acidic than carboxylic acids)
O-Na+
Phenol bromination?
+3Br2 -> 2,4,6 tri-bromophenol
Phenol nitration?
+ HNO3
Phenol is 2,4,6 directing so NO2 is on 2/4
Benzene to chlorobenzene
Cl2 + AlCl3 (halogen carrier catalyst needed)
SAME FOR BROMINATION BUT WITH FeBr3
Benzene acylation
+CH3COCl (with halogen carrier catalyst) - HCl is produced as a by-product with ketone on the benzene ring
Benzene to methylbenzene
Alkylation ; addition of CH3Cl with halogen carrier catalyst AlCl3
Benzene to nitrobenzene
Addition of HNO3/H2SO4
Nitrobenzene to phenylamine
Tin/HCl reduction
Phenylamine to 2,4,6 tribromophenylamine
Add Br2 (no halogen carrier catalyst needed)
Haloalkane to primary alcohol
+NaOH
Primary alcohol to aldehyde
Acidified potassium dichromate and distil
Aldehyde to hydroxynitrile
NaCN/H+ (nucleophilic addition)
Aldehyde to carboxylic acid
Dichromate ions/H+ (heat under reflux)
Primary alcohol to Haloalkane
Sodium halide + H2SO4 (HBr created for example)
Aldehyde to primary alcohol
NaBH4/H2O (reduction)