Ch. 11 - Radical ReactionsWorksheetSee all chapters
All Chapters
Ch. 1 - A Review of General Chemistry
Ch. 2 - Molecular Representations
Ch. 3 - Acids and Bases
Ch. 4 - Alkanes and Cycloalkanes
Ch. 5 - Chirality
Ch. 6 - Thermodynamics and Kinetics
Ch. 7 - Substitution Reactions
Ch. 8 - Elimination Reactions
Ch. 9 - Alkenes and Alkynes
Ch. 10 - Addition Reactions
Ch. 11 - Radical Reactions
Ch. 12 - Alcohols, Ethers, Epoxides and Thiols
Ch. 13 - Alcohols and Carbonyl Compounds
Ch. 14 - Synthetic Techniques
Ch. 15 - Analytical Techniques: IR, NMR, Mass Spect
Ch. 16 - Conjugated Systems
Ch. 17 - Aromaticity
Ch. 18 - Reactions of Aromatics: EAS and Beyond
Ch. 19 - Aldehydes and Ketones: Nucleophilic Addition
Ch. 20 - Carboxylic Acid Derivatives: NAS
Ch. 21 - Enolate Chemistry: Reactions at the Alpha-Carbon
Ch. 22 - Condensation Chemistry
Ch. 23 - Amines
Ch. 24 - Carbohydrates
Ch. 25 - Phenols
Ch. 26 - Amino Acids, Peptides, and Proteins

Polymers are used to form plastics and other synthetic materials. These radical reactions use alkenes to link millions of repeating units together through an almost never-ending propagation step.

Petroleum products are converted into various plastics through this mechanism:

Concept #1: General features of Radical Polymerization. 

Concept #2: The mechanism of Radical Polymerization. 

Example #1: Use the polymerization mechanism to draw the polymer formula for the following compound.  

Additional Problems
Provide a structural formula for poly(2-methylpropene). Any correct form of a structural formula is acceptable unless specified otherwise. Be sure to identify stereoisomer properly.
Alkenes react with radical catalysts to undergo radical polymerization. Show how we could synthesize the following alkene polymer, polyethylene. 
For each of the following, provide a structural formula. Be sure to identify stereoisomers properly. You may give any acceptable type of structural formula. a) syndiotactic polypropene             b) atactic polypropene             c) isotactice polypropene
Provide a structural formula for polyacetylene. Note that any correct form of a structural formula is acceptable. Be sure to identify stereoisomers properly.
Provide structures for the monomers one could use to synthesize the polymer shown below.
On the basis of the mechanism of cationic polymerization, predict the alkenes of molecular formula C12H24 that can most reasonably be formed when 2-methylpropene [(CH3)2C=CH2]   is treated with sulfuric acid. 
Determine the repeat unit for the polymer produced in the following reaction?  
Which monomer is used for the synthesis of Teflon? 1,1-difluoroethene 1,1,2,2-tetrafluoropropene 1,1,2,2-tetrafluoroethene tetrafluoromethane
Which of these polymers could be readily prepared by condensation polymerization?
What monomers are needed to produce this polymer?
The copolymerization of vinyl chloride and vinylidine chloride by free radical catalysis produces a polymer used in food wrap. Which structural unit would appear in this polymer?
What product is formed in this reaction?
Identify the monomer used to make the following polymer.
Draw the monomer of the polymerization reaction below and provide both monomer and polymer names.
Draw the product of coupling of the following radicals.