Chapter 12 Alkenes and Alkynes Geometric Isomers of Alkenes 1 Saturated and Unsaturated Compounds Saturated compounds (alkanes) have the maximum number of hydrogen atoms attached to each carbon atom Unsaturated compounds have fewer hydrogen atoms attached to the carbon chain than alkanes Unsaturated compounds contain double or triple bonds 2 Comparing Alkanes, Alkenes, and Alkynes Alkane General Formula Molecular Formula Name Bond angle Geometry Alkene Alkyne CnH2n+2 CnH2n CnH2n-2 C2H6 C2H2 Ethane C2H4 Ethene (ethylene) 109.5° 120 ° tetrahedral planar Ethyne (acetylene) 180° linear 3 Alkenes Carbon-carbon double bonds Names end in -ene H2C=CH2 ethene (ethylene) H2C=CH-CH3 propene (propylene) cyclohexene 4 Alkynes Carbon-carbon triple bonds Names end in -yne HCCH ethyne(acetylene) HCC-CH3 propyne 5 Naming Alkenes and Alkynes When the carbon chain has 4 or more C atoms, number the chain to give the lowest number to the double or triple bond. 1 2 3 4 CH2=CHCH2CH3 1-butene CH3CH=CHCH3 2-butene CH3C CCH3 2-butyne 6 Naming Alkenes and Alkynes Name and number all groups bonded to the parent alkene or alkyne, and place the name and number in front of the name of the parent compound. 1 2 3 4 CH3C=CHCH3 Cl 2-chloro-2-butene 7 You Try These! Write the IUPAC name for each of the following unsaturated compounds: A. CH3CH2CCCH3 CH3 CH3 B. CH3C=CHCH3 C. 8 Answers to You Try These! Write the IUPAC name for each of the following unsaturated compounds: A. CH3CH2CCCH3 2-pentyne CH3 CH3 B. CH3C=CHCH3 2-methyl-2-butene C. 3-methylcyclopentene 9 Naming Alkenes and Alkynes If more than one double or triple bond is present, indicate the position of each and use one of the suffixes – diene, -triene, and so on. • CH2=C-CH=CH2 CH3 2-methyl-1,3butadiene 10 Cis and Trans Isomers Double bond is fixed Cis/trans Isomers are possible CH3 CH3 CH = CH cis CH3 CH = CH trans CH3 11