17.5 2 Acid-base reactions of amines Flashcards

1
Q

solubility

A

primary amines are miscible with water but as hydrocarbon part of the molecule becomes larger solubility decreases
can from h bonds with water

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2
Q

how is methylamine basic and other amines

A

CH3NH2+H2O=CH3NH3+ OH-

Nitrogen atom can use lone pair of electrons to form a dative bond with the hydrogen of the water molecule

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3
Q

basicity

A

pKa
extending hydrocarbon chain causes futher but small increases in basicity
phenylamine very weak base

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4
Q

why is methylamine a stronger base than ammonia

A

methyl group is electron releasing increased electron density of nitrogen compared to nitrogen of ammonia
ethyl and propyl group slightly more electron releasing

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5
Q

why is phenylamine weak base

A

lone pair on nitrogen join lone pairs in the pi bond
make nitrogen less electron rich - part of delocalised system
lone pair of electrons less available for donating hydrogen of water molecule
less available ofr h bonding

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6
Q

methyl amine+strong acid

A

CH3NH3+ + NO3-

Methylammonium nitrate

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