Supplemental Organic Chemistry Problem Answers
Assign a name for each of the following structures.
Structure
1.
Name
CH3
CH3
CH3 CH2 CH CH2CH CH CH3
2,3,5-trimethylheptane
CH3
2.
OH
2-hexanol
CH3 CH2 CH2 CH2 CH CH3
3.
O
butanoic acid
CH3 CH2 CH2 C OH
4.
O
propanal
CH3 CH2 C H
5.
H
H
C
CH3 CH2
cis-2-pentene
C
CH3
6.
O
4-octanone
CH3 CH2 CH2C CH2 CH2 CH2 CH3
7.
CH3 C
CCH2 CH3
2-pentyne
8.
CH3 CH2 CH2 O CH2 CH3
ethyl propyl ether
Write the structural or condensed structural formula for each of the following names.
Name
Structure
CH3
9.
CH3 CH CH CH2 CH3
3-ethyl-2-methyl-pentane
CH2 CH3
10.
O
2-hexanone
CH3 C CH2 CH2 CH2CH3
11.
H
CH2 CH2 CH3
C
trans-3-heptene
C
CH3 CH2
H
12.
HC
1-butyne
CCH2 CH3
13.
CH3 CH2 O CH2 CH3
diethyl ether
14.
O
butanal
CH3 CH2 CH2 C H
15. Draw the condensed structural formula and give the IUPAC name of the substance formed when 3heptanol is oxidized.
OH
CH3 CH2 CH2 CH2 CH CH2 CH3
O
[O]
CH3 CH2 CH2 CH2 C CH2 CH3
3-heptanol
3-heptanone
16. Draw the condensed structural formula for methanol and propanoic acid. Then show the reaction of
these two substances to yield an ester. Give the condensed structural formula of the ester and its
IUPAC name.
O
CH3 OH
methanol
+
O
HO C CH2 CH3
CH3O C CH2 CH3
propanoic acid
methyl propanoate