Nomenclature
Major concepts
 There is a systematic way to name compounds
Vocabulary
 IUPAC Nomenclature
 Parent chain
 substituents
Students should be able to:
 Draw bond-line structures of compounds given an IUPAC name
Daily Problems
1. Draw structures for the following compounds. The answers can be found in problems 5.57-5.66 in
chapter 5 of Organic as a second language. (At this point, don’t worry about “cis” and “trans”.)
A. 5-ethyl-4-methyloct-2-ene
B. 4-ethylnonan-3-ol
C. 4,4-dimethylhex-2-yne
D. 4,4-dimethylcyclohexanone
E. 2-chloro-4-fluoro-3,3-dimehtylhexane
F. 3-methylhex-2-ene
G. 2-ethylpentanamine
H. 2-propylpentanoic acid
I. oct-2-en-4-ol
J. 5-chloro-6-fluoro-5,6-dimethyloct-2-ene
2. Draw bond-line structures for these compounds. Draw your structures with appropriate angles for all
bonds, especially alkynes.
A. 3-chloro-4-methylnonanal
B. 4,5-diiodopent-1-yne
C. 2-aminocyclopropanol
D. hex-3-yne
E. hept-4-en-2-yne
F. 2,2,3,4-tetramethylpentane
Cumulative problems
3. For each of the following reactions, something was added to, or removed from, the starting material.
What has been added or removed?
A.
B.
4-methylpent-2-ene  3-bromo-2-methylpentane
2-methylcyclopentanol  1-methylcyclopentene
4. Categorize these compounds in one of the following three options: Lewis acid, Lewis base, or
Contains both Lewis acidic and basic centers.
A. 3-methylhex-5-enal
B. but-3-ynoic acid
C. 3,3,4-triethylcyclooctanone
D. cyclobutanamine
E. pentane-1,3-diol
F. hex-1-en-4-yne
G. 3-aminoheptanoic acid
H. 2-hydroxycyclopen-3-enone
Extension problems
5. Some of these functional groups have too many hydrogen atoms, which give them a formal charge
which is not zero. Indicate which functional groups have an extra hydrogen atom, and then draw a “+”
sign beside them.
When a functional group has an extra hydrogen atom, we say that it is “protonated.” We can then say
that a functional group is “protonated”—for example, we may see a “protonated ketone” or a
“protonated ether.” Name all the functional groups above, calling them “protonated” if necessary.