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Organic Compounds (Part 2)
IUPAC Nomenclature of Organic Compounds (Part 2)
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I. Naming Alkenes and Alkynes (Unsaturated Compounds)
Alkanes contain single bonds only -ANE ending CnH2n (saturated) Alkenes contain a double bond ENE ending CnH2n (unsaturated) Alkynes contain a triple bond between YNE ending CnH2n (unsaturated)
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Naming Alkenes & Alkynes
Name & position of branching groups (if any) + Change the ending of the parent name to - ene or -yne Indicate where double or triple bond is located Parent Name = longest continuous chain of carbon atoms Use Greek prefixes to indicate the presence of multiple identical branching groups.
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C 2 3 4 1 What is the parent name? Butene (double bond present)
Must number parent chain so the carbon atoms containing the double bond have the lowest number. Use the lowest number to indicate where the double bond starts. What position is the double bond located ? 1 position Correct name is : 1-butene Note: Carbon atoms can only have four bonds
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CH3 CH CH CH CH CH3 CH3 CH3 Correct name is : 2,5-dimethyl-3-hexene 2
6 1 4 5 CH3 CH CH CH CH CH3 4 1 2 3 6 5 CH3 CH3 What is the parent name? hexene (double bond present) What position is the double bond located ? 3 position Location and number of groups: 2,5-dimethyl Correct name is : 2,5-dimethyl-3-hexene Note: Always number so the double bond gets the lowest number
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(CH3)2C=CHCH2C(CH3)3
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(CH3)2C=CHCH2C(CH3)3 2,5,5 – trimethyl-2-hexene
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(CH3CH2CH2)2C=CH2
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(CH3CH2CH2)2C=CH2 2-propyl-1-pentene
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Hydrocarbons can also contain other atoms, such as halogens (F, Cl, Br, I). Halogen atoms are treated like branching alkyl groups. Halogen Group Name F fluoro C chloro Br bromo I iodo
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2-heptyne (triple bond)
1 2 3 4 5 6 7 Longest chain containing triple bond? 2-heptyne (triple bond) Location and number of groups? 4-methyl 5-ethyl 6-chloro Name: 6-chloro-5-ethyl-4-methyl-2-heptyne
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6-chloro-3,3-dimethyl-4-octyne
4-bromo-5-methyl-2-hexyne 6-chloro-3,3-dimethyl-4-octyne
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