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The rule for ordering prefixes:
The order of listing the substituent prefixes is alphabetical
before the addition of the multiple prefix identifiers such as di, tri,
etc..
Thus the correct order is: butyl, ethyl, hexyl, methyl, pentyl, propyl ...
Example 1.)
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analyzis:
root: dec (10 carbon
atoms in horizontal chain)
family: ane (simple saturated hydrocarbon)
substituents (numbering from right): 3-methyl,
4-ethyl, 6-propyl, 7-ethyl.
substituents (numbering from left): 4-ethyl, 5-propyl,
7-ethyl, 8-methyl
Therefore the first numbering scheme is used as the 3-methyl as the first point of difference would be the methyl group when numbering from the right.
Putting these together, the IUPAC name for the compound is: 4,7-diethyl-3-methyl-6-propyldecane
Example 2.)
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NOTE: The parent chain is indicated in the BOLD line. It is the longest chain of carbon atoms in the molecule.
analyzis:
root: dec (10 carbon
atoms in horizontal chain)
family: ane (simple saturated hydrocarbon)
substituents (numbering from right): 2-methyl,
3-ethyl, 5-methyl, 5-ethyl, 7-methyl, 7-ethyl.
substituents (numbering from left): 4-methyl, 4-ethyl,
6-methyl, 6-ethyl, 8-ethyl, 9-methyl.
Putting these together, the IUPAC name for the compound is: 3,5,7-triethyl-2,5,7-trimethyldecane
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