272 ❯ STEP 4. Review the Knowledge You Need to Score High
- The position where a particular substituent is attached to the chain is indicated by a
location number. These numbers are assigned by consecutively numbering the carbons
of the base hydrocarbon, starting at one end of the hydrocarbon chain. Choose the end
that will result in the lowest sum of location numbers for the substituent groups. Place
this location number in front of the substituent name and separate it from the name by
a hyphen (for example, 2-methyl). - Place the substituent names with their location numbers in front of the base name of the
alkane in alphabetical order. If there are identical substituents (two methyl groups, for
example), give the location numbers of each, separated by commas using the common Greek
prefixes (di-, tri-, tetra-, etc.) to indicate the number of identical substituent groups (i.e.,
2,3-dimethyl). These Greek prefixes are not considered in the alphabetical arrangement. - The last substituent group becomes a part of the base name as a prefix.
Studying Figures 18.1 and 18.2 may help you learn the naming of substituted alkanes.
CH 3 CH 2 CH 2 CH CH 2 CH 3
CH 2 CH 3
CH 3
CH
CH 3 CH 2 CH 2 CH CH 2 CH 3
CH 2
Ethyl group
CH 3
CH 3
CH
7654321 Heptane
Methyl group
4-ethyl-2-methylheptane
Figure 18.1 Naming an alkane.
CH 3 CH 2 CH 2 CH 2 C CH 2 CH 2 CH 3
CH 2
CH 2
CH 3
CH 3
CH 3
CH 2
CH 2
C
CH 3 CH 2 CH 2 CH 2 C CH 2 CH 2 CH 3
CH 2
CH 2
CH 3
CH 3
CH 3
CH 2
CH 2
C
Ethyl
968 7 54321
5-ethyl-3,3-dimethyl-5-propylnonane
Methyl
Methyl
Nonane
Propyl
Figure 18.2 Naming of another alkane.