Worksheet 9E KEY
1. a) hexane
b) nonane
l) 2,2-dichloro-3-methyl-4-nonanol
m) 1,1,1-trifluoro-2-propanol
c) 2-methyloctane
n) 3-methyl-2-heptanol
d) dimethylpropane
o) 1-chloro-3-hexanol
e) 3-ethyl-2,3-dimethylhexane
p) methanal
f) 4-ethyl-3-methyl-5-propyloctane
q) ethanal
r) propanal
g) ethanol
s) 3-methylpentanal
h) 1-butanol
t) 3-chlorohexanal
i) 3-methyl-1-pentanol
u) 2-bromo-4-ethylhexanal
j) dichloromethane
k) 1,1,2-trichloro-1,2,2-trifluoroethane
v) 2-chloro-3-methyloctanal
Worksheet 9E KEY
2. 1-octanal is named incorrectly. Explain why it is incorrect, rename it with the correct IUPAC
nomenclature and provide a structural diagram. (2 marks)
Since aldehydes always appear on the ends of an organic molecule, the 1 is not necessary, as the carbonyl
(C=O) carbon will always be carbon #1.
The proper name IUPAC name is octanal.
3. 2,3-dimethyl-2-fluoro-1-pentanol is named incorrectly. Explain why it is incorrect, rename it with
correct IUPAC nomenclature and provide a structural diagram. (2 marks)
We name our branches in alphabetical order. Our two branches are methyl- and fluoro- (the di- is only there
to indicate the number of branches of that type and does not affect the order). Therefore, the fluoro branch
must be named before the methyl group.
2-fluoro-2,3-dimethyl-1-pentanol
4. a) 2-methylbutane
b) 2,2,7,7-tetramethyloctane
m) 3-ethyl-4,5-dimethylheptane
c) 4,6-dimethylnonane
n) 2-bromo-2-fluorobutane
d) 3,4-dimethylheptane
o) 2,2-difluoropropane
e) 2-methyl-2-propanol
p) 2,3-dichloropentane
f) 2-propanol
q) 4,4,4-trifluoro-2-butanol
g) 3-methyl-1-butanol
r) ethanal
h) chloromethane
s) 2-methylpropanal
i) 2,2-dibromo-3-methylhexane
t) propanal
j) 1,1,1-trichloro-2,2,2-trifluoroethane
u) 2-methylpentanal
k) 2-fluoropropane
v) 3-bromo-1,6-diiodononan
l) 4-ethyl-4-methyloctane
5) Bonus Question: Name using IUPAC nomenclature and draw using structural diagrams as many
structural isomers as you can of C3H5Cl3. (0.5 per name, 0.5 per structure)
1,1,1-trichlorobutane
1,2,3-trichlorobutane
1,1,2-trichlorobutane
1,2,2-trichlorobutane
1,1,3-trichlorobutane