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Chapter 16
Amines and Amides
32
Chemistry
Undergraduate 1
08/18/2006

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Term
what functional group is found in more medications than any other type of functional group?
Definition
nitrogen-containing functional groups
Term
Amines
Definition
oreganic derivatives of ammonia in which one or more of the hydrogens are replaced by an aromatic or alkyl group
Term
what categories are amines put into
Definition
primary, secondary, tertiary
Term
primary amine
Definition
the nitrogen is attached to one other R group
Term
secondary amine
Definition
the nitrogen is bonded to two R groups
Term
what suffix is used when naming amines?
Definition
-amine
Term
amino group
Definition
NH2
Term
what is the simplest aromatic amine?
Definition
aniline
Term
which forms the strongest hydrogen bonds: amines or alcohols?
Definition
alcohols
Term
why?
Definition
because nitrogen is less electronegative than oxygen
Term
are the boiling points for amines higher or lower than alcohols?
Definition
lower
Term
the bp for tertiary amines is less than the other amines. Why?
Definition
because tertiary amines are not able to form hydrogen bonds among themselves
Term
Amines with fewer than (?) carbons are soluble in water?
Definition
6
Term
what is the most distinguishing feature of amines?
Definition
their behavior as weak bases
Term
in acidic solution, is the salt or amine favored
Definition
salts
Term
how are quaternary ammonium salts different from other ammonium salts
Definition
there is no hydrogen attached
Term
amines reac with acid chlorides or acid anhydrides to form
Definition
amides
Term
what is the characteristic functional group of amides
Definition
a carbonyl group attached to a nitrogen
Term
amide linkage
Definition
the single bond linking the carbonyl carbon and nitrogen atoms in the group
Term
what must be used in the formation of amides
Definition
primary and secondary amides
Term
amphetamines
Definition
a class of drugs structurally similar to epinepherine used to stimulate the CNS
Term
alkaloids
Definition
a class of nitrogen containing organic compounds obtained from plants
Term
what state is formamide at room temp?
Definition
liquid
Term
what state are all the other unsubstituated amides?
Definition
solid
Term
are the mp and bp of amides high or low?
Definition
high
Term
why?
Definition
because amides can form a complex network of intermolecular hydrogen bonds
Term
why do disubstituated amides have a lower boiling point than monosubstiuated or unsubstituated amides?
Definition
because the alkyl or aromatic groups attached make less room for hydrogen, thus there is less hydrogen bonding
Term
are amides water soluble?
Definition
yes
Term
are amides basic?
Definition
no, they are neutral
Term
during hydrolysis, the amide is cleaved into what two compounds?
Definition
a carboxylic acid and an amine or ammonia
Term
what are the products when an amide undergoes hydrolysis under acidic conditions?
Definition
carboxylic acid and an amine salt
Term
under basic conditions?
Definition
carboxylate acid and an amine
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