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

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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
Transcribed Image Text: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
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