amine - ANSderivative of ammonia where one or more hydrogen replaced by carbon-based
groups
primary amine - ANSR-NH2
secondary amine - ANSR2NH
tertiary amine - ANSR3N
Ammonia - ANSNH3
quarternary amine - ANSa configuration in which nitrogen has four bonds with other atoms and,
as such, the molecule has an electron deficit
name by alkyl group +amine at the end - ANSnaming simple amines
Ethylamine - ANS
diethylamine - ANS
triethylamine - ANS
cyclohexylamine - ANS
name parent chain and then name amine as amino substituent - ANSnaming amines with
additional functional groups present
3-aminobutanoic acid - ANS
2,4-diaminobenzoic acid - ANS
1,4-diaminobutane - ANS
4-amino-2-butanone - ANS
name amine as N-substituted where largest compound = parent
name other groups as N-alkyl substituents - ANSnaming unsymmetrically substituted 2nd and
3rd degree amines
N-ethyl-N-methylpropylamine - ANS
, N,N-dimethylpropylamine - ANS
N-ethyl-N-methyl-cyclohexylamine - ANS
amino groups direct attached to aromatic ring - ANSaryl amine naming
aninline/ aminobenzene - ANS
benzylamine - ANS
trigonal pyramidal, 109.5 bond angle - ANSamine geometry
polar - ANSamine polar or nonpolar?
primary and secondary amines can form intermolecular hydrogen bonds - ANSamine hydrogen
bonding?
higher than alkanes
lower than alcohols - ANSboiling points of 1st and 2nd degree amines?
N-H bond weaker than O-H bonds bc N is less electronegative than O - ANSwhy are amines
lower bp than alcohols?
can accept hydrogen bonds but cannot make them intermolecularly - ANScan tertiary amines
have hydrogen bonds?
small amines (up to 6 carbons) are soluble - ANSare amines soluble in water? in alcohol?
solubility decreases as molecular weight increases - ANSamine aqueous solubility does what?
basic and nucleophilic - ANSare amines acidic or basic?
pKb (lower score = more basic) - ANSwhat measures bases
alkyl: 3-4, aromatic: 9 (resonance sharing in aromatic) - ANSpKb of alkyl amines vs aromatic
amines
amine - ANSammonia + alkyl halide =
1. ammonia as nucleophile displaces halide ion via Sn2 reaction
2.sodium hydroxide (base) added to deprotonate the alkylammonium cation to produce the "free
base" of the amine - ANS2 steps to alkylation of ammonia and amines
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