Chemistry Reference
In-Depth Information
2-[4-(2-methylpropyl)phenyl]propanoic
acid (ibuprofen)
1-benzyl-3-dimethylamino-2-methyl-1-phenylpropyl
propionate (dextropropoxyphene)
•
main chain is propane (C
3
)
number it
•
this is an ester (two words, -yl -oate)
the -oate part refers to the acid component, the -yl
part to the esterifying alcohol
1
3
2
O
•
main chain of acid is propane (C
3
)
•
main functional group
is an acid (-oic acid)
this will be carbon-1
main chain of alcohol is propane (C
3
)
these are numbered separately (the ester has two
separate words)
HO
1
3
2
O
2
O
O
1
•
put in substituents
consider brackets;
we have square brackets
with curved brackets inside
initially ignore the contents
of the curved brackets and
its numbering (4);
this reduces to 2-[phenyl]
propanoic acid, which indicates
phenyl at position 2 on propanoic acid
4-(2-methylpropyl)phenyl = 2-methylpropyl
at position 4 of the phenyl;
2-methylpropyl = propyl with methyl at position 2
note the brackets separate different substituents
and their individual numbering systems
3
HO
3
1
O
2
3
1
OH
OH
2
propionic acid
propanoic acid
propanol
propyl propionate
propyl propanoate
2-phenylpropanoic
acid
•
no substituents on acid component
•
put in substituents on alcohol component
1-phenyl; 1-benzyl; 2-methyl; 3-dimethylamino
phenyl
benzyl
dimethylamino
Me
2
N
2-methylpropyl
propyl
2
2
1
NMe
2
3
3
1
OH
O
4-(2-methylpropyl)phenyl
HO
6
•
join with acid component via ester linkage
5
1
2
4
3
2
NMe
2
1
3
NMe
2
O
CO
2
H
O
O
O
dextropropoxyphene
ibuprofen
