Methyl acrylate and methyl methacrylate react with radical initiators (R•) as shown here. The difference in their reactivities in free radical polymerizations is dramatic. For example, methyl acrylate is less reactive with radicals than methyl methacrylate, but free radicals formed from methyl acrylate are more reactive than those formed from methyl methacrylate. In other words, C is more reactive than A, and B is more reactive than D. Explain these observations. Hint: Draw an energy diagram H H R• R-C C• H c=0 H CH3 CH3 Methyl acrylate for the two reactions. H CH3 CH3 R• + R-C C• H c=0 H. CH3 CH3 Methyl methacrylate

Methyl acrylate and methyl methacrylate react with radical initiators (R•) as shown here. The difference in their reactivities in free radical polymerizations is dramatic. For example, methyl acrylate is less reactive with radicals than methyl methacrylate, but free radicals formed from methyl acrylate are more reactive than those formed from methyl methacrylate. In other words, C is more reactive than A, and B is more reactive than D. Explain these observations. Hint: Draw an energy diagram H H R• R-C C• H c=0 H CH3 CH3 Methyl acrylate for the two reactions. H CH3 CH3 R• + R-C C• H c=0 H. CH3 CH3 Methyl methacrylate

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter29: Organic Polymer Chemistry

Section: Chapter Questions

Problem 29.22P: Draw a structural formula of the polymer resulting from base-catalyzed polymerization of each...

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