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Alkane Nomenclature
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in alkanes, all carbons are “saturated” (have four single bonds)
Alkanes have the general formula CnH2n+2 This is the basis of all organic nomenclature
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1. Find the longest continuous chain of carbons and name.
# of carbons name 1 methane 2 ethane 3 propane 4 butane 5 pentane 6 hexane 7 heptane
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8 octane pentadecane 9 nonane hexadecane 10 decane heptadecane 11 undecane octadecane 12 dodecane nonadecane 13 tridecane eicosane 14 tetradecane
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2. Number the chain so that the branches have the lowest possible number.
3. Name and number each branching group (name with –yl ending)
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Branching Groups methyl --CH3 ethyl --CH2—CH3 Propyl --CH2—CH2—CH3 l
Isopropyl --CH3—CH—CH3 Butyl --CH2—CH2--CH2—CH3 Isobutyl CH3 --CH2—CH—CH3
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secbutyl CH3—CH--CH2—CH3
Tertbutyl CH3—C—CH3 CH3
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4. Alphabetize the groups.
5 If there is more than one group with the same name, use the appropriate prefix with the group name. 2 groups – di- 5 groups – penta- 3 groups – tri- 6 groups – hexa- 4 groups – tetra- 7 groups – hepta-
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6. Punctuate Numbers are separated by commas Numbers are separated from words by hyphens 7. If a branching group chain consists of more than 4 carbons, the group is named as if it were a compound using the same rules (1-6), with the following exceptions: a. the chain must start at the branching carbon b. the name ends in –yl, not in –ane c. The group is enclosed in parentheses with its position # outside the parentheses d. Alphabetize the group by the 1st letter inside the parentheses.
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8. If there are two chains of equal length, the chain with the greatest number of side chains is chosen as the main chain.
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