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why are amines surrounded by more methyl groups more basic
base: electron donor
alkyl groups are electron donating. more alkyl groups, greater positive inductive effect, the lone pair on N is more available
order of basicity (least to most)
phenyl amine < secondary phenyl alkyl amines < ammonia < alkyl amines < 2nd alkyl etc.
3 stage synthesis of amines
free radical substitution, Br2 with UV light to make CH2-Br
nucleophilic sub, aqueous KCN in alcoholic conditions to make CH2-CN
reduction, 2H2 with Ni catalyst making CH2-CH2-NH2
why would it be better to use nitriles rather than halogenoalkanes
halogenoalkanes will produce mixture of products, as there will be further reaction of the amine
so higher atom economy in nitriles
preventing further reaction of halogenoalkanes
use xs ammonia
why alkylamines more basic than ammonia
alkyl groups are e- pushing, so due to positive inductive effect, lone pair on N is more available