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Chapter 17 O rganic Chemistry. 17.2 Alkenes, Alkynes, and Polymers. Unsaturated Compounds: Alkenes and Alkynes. Unsaturated compounds have fewer hydrogen atoms attached to the carbon chain than alkanes are alkenes with C=C double bonds are alkynes with triple C ≡ C bonds.
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Chapter 17 Organic Chemistry 17.2 Alkenes, Alkynes, and Polymers
Unsaturated Compounds: Alkenes and Alkynes Unsaturated compounds • have fewer hydrogen atoms attached to the carbon chain than alkanes • are alkenes with C=C double bonds • are alkynes with triple C≡Cbonds
Naming Alkenes and Alkynes The names of alkenes and alkynes • use the corresponding alkane names • change the end to ene for alkenes • change the end to yne for alkynes
Example of Writing an Alkene Name Write the IUPAC name for the following: CH3 | CH3─CH=C─CH3
Example of Writing an Alkene Name (continued) STEP 1 Name the longest carbon chain that contains a double or triple bond. butene STEP 2 Number the carbon chain starting from the end nearer the double or triple bond. CH3 | CH3─CH=C─CH3 4 3 2 1
Example of Writing an Alkene Name (continued) STEP 3 Give the location and name of each substituent (alphabetical order) as a prefix to the alkene or alkyne name. CH3 | CH3─CH=C─CH3 2-methyl-2-butene 4 3 2 1
Learning Check Write the IUPAC name for the following: Br CH3─CH─CC─CH3
Solution STEP 1 Name the longest carbon chain that contains a double or triple bond. pentyne STEP 2 Number the carbon chain starting from the end nearer the double or triple bond. Br CH3─CH─C≡C─CH3 5 4 3 2 1
Solution (continued) STEP 3 Give the location and name of each substituent (alphabetical order) as a prefix to the alkene or alkyne name. Br CH3─CH─C≡C─CH3 5 4 3 2 1 4-bromo-2-pentyne
Learning Check Draw the condensed structural formula for 2-methyl-3-hexyne.
Solution STEP 1 Draw the main chain of carbon atoms.For 3-hexyne, there are six carbon atoms in the chain, with a triple bond between carbons 3 and 4, C─C─C≡C─C─C STEP 2 Number the chain and place the substituents on the carbons indicated by the numbers. CH3 C─C─C≡C─C─C 1 2 3 4 5 6
Solution (continued) STEP 3 Add the correct number of hydrogen atoms to give four bonds to each C atom. CH3 CH3─CH─C≡C─CH2─CH3 1 2 3 4 5 6 2-methyl-3-hexyne
Polymers Polymersare • large, long-chain molecules • found in nature, including cellulose in plants, starches in food, and proteins and DNA in the body • also made synthetically, for example, polyethylene and polystyrene, Teflon, and nylon • made up of small repeating units called monomers • made by reaction of small alkenes
Polymerization In polymerization, small repeating units called monomersjoin to form a long-chain polymer.
Learning Check What is the name and condensed structural formula of the starting monomer for polyethylene?
Solution Ethene (ethylene) CH2=CH2
Learning Check Name the monomer used to make Teflon, and use four monomers to draw the condensed structural formula of a portion of a Teflon polymer.
Solution F F │ │ F─C═C─F tetrafluoroethene (monomer) F FF F F FF F │ │ │ │ │ │ │ │ ─C─C─C─C─C─C─C─C─ portion of Teflon │ │ │ │ │ │ │ │ F FF F F FF F
Recycling Plastics Recycling is simplified by using codes found on plastic items.
Learning Check What type of plastic is indicated by each of the following codes? A. B. C. 3 PVC 5 PP 6 PS
Solution A.Polyvinyl chloride B. Polypropylene C. Polystyrene 3 PVC 5 PP 6 PS