Methyl acrylate undergoes anionic polymerization using a variety of anionic initiators. Consider the reaction of methyl acrylate with a trace amount of tert-butyllithium. polymer Draw the curved arrow mechanism to show the initiation step, in which the tert-butanide anion acts as the initiator. Draw the curved arrow mechanism for the initiation step in the anionic polymerization of methyl acrylate. H C N 0 S F Cl

Methyl acrylate undergoes anionic polymerization using a variety of anionic initiators. Consider the reaction of methyl acrylate with a trace amount of tert-butyllithium. polymer Draw the curved arrow mechanism to show the initiation step, in which the tert-butanide anion acts as the initiator. Draw the curved arrow mechanism for the initiation step in the anionic polymerization of methyl acrylate. H C N 0 S F Cl

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 29.34P: Radical polymerization of styrene gives a linear polymer. Radical polymerization of a mixture of...

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Plywood and particle board are often glued with cheap, waterproof urea-formaldehyde resins. Two to three moles of formaldehyde are mixed with one mole of urea and a little ammonia as a basic catalyst. The reaction is allowed to proceed until the mixture becomes syrupy, and then it is applied to the wood surface. The wood surfaces are held together under heat and pressure, while polymerization continues and cross-linking takes place. Propose a mechanism for the base-catalyzed condensation of urea with formaldehyde to give a linear polymer, and then show how further condensation leads to cross-linking.
Question 4. Methylvinyl ketone (MVK) can undergo a polymerization reaction in the presence of AIBN initiator to produce a poly(methylvinyl ketone) polymer according to the scheme below. NEC H3C CH3 N=N CH3 CEN CH3 azobisisobutyronitrile (AIBN) CH3 methylvinyl ketone (MVK) heat H3C CH3 NEC X n poly(methylvinyl ketone) a) Provide the mechanism for heat-induced decomposition of the AIBN initiator to produce a reactive radical species. H3C CH3 N. NCEN CH3 CH3 heat b) Provide a mechanism for the initiation step in the MVK polymerization reaction: c) Show the mechanism for the propagation step to form an MVK oligomer with n = 3:
Question 4. Methylvinyl ketone (MVK) can undergo a polymerization reaction in the presence of AIBN initiator to produce a poly(methylvinyl ketone) polymer according to the scheme below. NEC H3C CH3 `N=N₂ CH3 CEN CH3 azobisisobutyronitrile (AIBN) CH3 methylvinyl ketone (MVK) heat CH3 H3C NEC n poly(methylvinyl ketone) a) Provide the mechanism for heat-induced decomposition of the AIBN initiator to produce a reactive radical species. CH3 NEC H3C `N = N heat CH3 CEN CH3 10 0-0 b) Provide a mechanism for the initiation step in the MVK polymerization reaction: c) Show the mechanism for the propagation step to form an MVK oligomer with n = 3: branched sidare tass xy ha et
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Draw the curved arrow mechanism for the initiation step in cationic polymerization when methoxyethene reacts with BCI3 H₂O. Include unshared electrons and any nonzero formal charges. You do not need to show additional resonance forms. TA i Draw the curved arrow mechanism for the initiation step of this polymerization reaction. □ AN :CI: ‒‒‒‒‒‒‒ i 12D : CI: :CI—B :CI: + I H C N O S F P Cl Br
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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