- Alkenes - Alkynes Alkenes Each member contains one double covalent bond between two C atoms. So alkenes are said to be unsaturated. General formula = CnH2n Naming Alkenes Names are derived from the name of the alkane chain with the same number of C atoms. Replace the –ane ending of the alkane name with –ene. 1st member is C2H4, ethene. H H C=C H H Alkene Homologous Series (C1-C2 double bond) Ethene Propene 1-Butene 1-Pentene 1-Hexene 1-Heptene 1-Octene 1-Nonene 1-Decene C=C C-C=C C-C-C=C C-C-C-C=C C-C-C-C-C=C C-C-C-C-C-C=C C-C-C-C-C-C-C=C C-C-C-C-C-C-C-C=C C-C-C-C-C-C-C-C-C=C Naming Alkenes Location of double bond is specified by numbering C atoms in backbone. Give bond the lowest possible number. H HH C=C–C–C–H H H H H 1-butene (not 4) H H HH H–C–C=C–C–H H H 2-butene Naming Alkenes Once double bond is numbered specify branches alphabetically by number Use di, tri and tetra for multiple branches of the same group CH2= C–CH–CH3 CH3 CH3 Naming Alkynes Use the corresponding name from the alkane series and change the –ane to –yne. If necessary, number the carbon atom at which the triple bond occurs with the lowest number. Use the same naming process you used for naming alkenes General formula = CnH2n-2 Alkynes Homologous series of unsaturated hydrocarbons that contain one triple bond. General formula = CnH2n-2 Alkyne Homologous Series (C1-C2 triple bond) Ethyne Propyne 1-Butyne 1-Pentyne 1-Hexyne 1-Heptyne 1-Octyne 1-Nonyne 1-Decyne C C C-C C C-C-C C C-C-C-C C C-C-C-C-C C C-C-C-C-C-C C C-C-C-C-C-C-C C C-C-C-C-C-C-C-C C C-C-C-C-C-C-C-C-C C Problems: Draw the following 4–methyl–2-pentene 3-ethyl-1-pentyne 3,3-dimethyl-1-butene 2–methylpropene • *why is there no number to state the location of this double bond? Name this Compound: 4-ethyl-5-methyl-4-octene Can you name this compound? 3-ethyl-1-pentyne Functional Groups Carbon can make bonds with atoms other than carbon or hydrogen. These are called “Functional groups” Organic Halides One or more of the hydrogen atoms is replaced with a halogen F, Cl, Br, or I Not hydrocarbons! Often called halocarbons. Naming Organic Halides Use prefixes to specify substituent: fluoro, chloro, bromo, iodo If more than one, use di, tri, etc. to specify # of substituents. If necessary, give locations by numbering C-atoms in backbone so that the halide has the lowest number. CH3-CH-CH-CH2-CH3 2,3-dibromopentane Br Br Naming Halides H H–C–Cl H Chloromethane “Chloroform” H H H H–C–C–C–H H F H 2-fluoropropane Name the following Compound: CH3CCl2CHClCH3 H Cl H H H–C–C–C–C–H H Cl Cl H 2,2,3-trichlorobutane C4H7Cl3 Name this compound: 3-Bromo-2-Iodopentane Name this compound: F H-C F Cl 1,1-dicloro-2,2-difluoroethane Cl One of the “freons” C-H Dienes Alkenes = 1 double Example: 1,3 – pentadiene bond c=c-c=c-c Dienes have 2 double bonds Not 2,4-pentadiene End in -diene Location still denoted Substituents are named first by numbers Determine which way [Numbers are separated by to number the C commas and the #’s are backbone by assigning separated from the name the lowest possible by a dash] number to one of the Double bonds must all be in the backbone. double bonds Name this compound: C=C-C-C-C=C-C C 5-methyl-1,5-heptadiene Draw 2-methyl-1,3-heptadiene: C=C-C=C-C-C-C C Hydrocarbon Table Notice that each Of the hydrocarbon Families differs From the next By 2 hydrogen Alkanes share 1pr eAlkenes share 2pr eAlkynes share 3pr eCan you explain how The above comments Are related? Structural Formula Chemical Formula Name Condensed Structural formula H–CC–H C2H2 ethyne CHCH H H–CC–C–H H C3H4 propyne CHCCH3 HH H–CC–C–C–H HH C4H6 1-butyne CHCCH2CH3 H H H–C–CC–C–H H H C4H6 2-butyne CH3CCCH3