IUPAC Nomenclature of Organic Compounds (Part 2) I. Naming Alkenes and Alkynes (Unsaturated Compounds) Alkanes contain single bonds only -ANE ending CnH2n+2 (saturated) Alkenes contain a double bond CnH2n Alkynes CnH2n-2 -ENE ending (unsaturated) contain a triple bond between (unsaturated) -YNE ending Naming Alkenes & Alkynes Name & position of branching groups (if any) + Indicate where double or triple bond is located + Change the ending of the parent name to - ene or -yne Parent Name = longest continuous chain of carbon atoms Use Greek prefixes to indicate the presence of multiple identical branching groups. 4 C 1 2 3 C 2 What is the parent name? C 3 1 C 4 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 6 5 4 CH3CH CH 1 2 3 3 2 CH 4 CH CH3 5 6 CH3 CH3 What is the parent name? 1 hexene (double bond present) What position is the double bond located ? Location and number of groups: 3 position 2,5-dimethyl Correct name is : 2,5-dimethyl-3-hexene Note: Always number so the double bond gets the lowest number (CH3)2C=CHCH2C(CH3)3 (CH3)2C=CHCH2C(CH3)3 2,5,5 – trimethyl-2-hexene (CH3CH2CH2)2C=CH2 (CH3CH2CH2)2C=CH2 2-propyl-1-pentene 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 1 2 3 4 5 6 Longest chain containing triple bond? 7 2-heptyne (triple bond) Location and number of groups? 4-methyl 5-ethyl 6-chloro Name: 6-chloro-5-ethyl-4-methyl-2-heptyne 4-bromo-5-methyl-2-hexyne 6-chloro-3,3-dimethyl-4-octyne