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If more than one substituent is attached to the parent hydrocarbon, the chain
is numbered in the direction that will result in the lowest possible number in
the name of the compound.
The chain is numbered in the direction that gives the substituent as low a number as
possible
If two or more substituents are the same, the prefixes “di,” “tri,” and “tetra” are used to
indicate how many identical substituents that are present in the compound
Naming process
• When both directions lead to the same lowest number for
one of the substituents, the direction is chosen that gives the
lowest possible number to one of the remaining substituents.
• If a compound has two or more chains of the same length, the
parent hydrocarbon is the chain with the greatest number of
substituents.
• Names such as “isopropyl,” “sec-butyl,” and “tert-butyl” are
acceptable substituent names in the IUPAC system of
nomenclature, but systematic substituent names are
preferable. Systematic substituent names are obtained by
numbering the alkyl substituent starting at the carbon that is
attached to the parent hydrocarbon
5-ethyl-3-methyl octane 6-ethyl-3,4-dimethyl octane
2,4-dimethyl hexane
3-ethyl-2-methyl hexane
In the case of a cycloalkane with an attached alkyl substituent, the ring is the parent
hydrocarbon unless the substituent has more carbon atoms than the ring. In that case,
the substituent is the parent hydrocarbon and the ring is named as a substituent.
There is no need to number the position of a single substituent on a ring.
If the ring has two different substituents, they are cited in alphabetical order and the
number 1 position is given to the substituent cited first.
If there are more than two substituents on the ring, they are cited in alphabetical
order. The substituent given the number 1 position is the one that results in a second
substituent getting as low a number as possible. If two substituents have the same low
number, the ring is numbered—either clockwise or counter clockwise—in the
direction that gives the third substituent the lowest possible number.
Nomenclature of Alkenes
Select the longest continuous (parent) carbon atom chain that
contains the largest number of double bonds. Name the longest
chain (that contains the double bond(s) as by alkane but change
the ending from –ane to –ene. Number the carbon atoms in the
parent chain starting at the end that gives the first carbon atom
in the double bond the lowest number. Indicate the position of
the first alkene carbon before the parent name.
Name the substituents according to their positions in the chain
and list them alphabetically. The name of a substituent is cited
before the name of the longest continuous chain containing the
functional group, together with a number to designate the
carbon to which the substituent is attached.