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Methyl Methacrylate → Allyl methacrylate

HRID 67705
Notes
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Reaction equation

HRID 67705 reaction equation
[C:1]([O:6][CH2:7][CH:8]=[CH2:9])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:10]([O:15]C)(=[O:14])[C:11]([CH3:13])=[CH2:12].C(OOC([O-])=O)(OC(C)C)=O>C(Cl)Cl>[C:1]([O:6][CH2:7][CH:8]=[CH2:9])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:10]([O-:15])(=[O:14])[C:11]([CH3:13])=[CH2:12]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 6658Methyl MethacrylateHCID 7274Allyl methacrylateHCID 86738549Propan-2-yloxycarbonyloxy carbonate

Product 2

HCID 7274Allyl methacrylateHCID 87595Methacrylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The copolymer of allyl methacrylate and methacrylate was prepared by placing 5 grams of allyl methacrylate, 95 grams of methyl methacrylate, 300 milliliters of methylene chloride, and 1.0 gram of isopropyl peroxydicarbonate in a 28 ounce round bottle. The bottle was sealed. The bottle was then heated at 50 degrees Centigrade in a water bath for 18 hours. The bottle was then removed from the water bath, and the polymer isolated by extraction with methanol to precipitate polymer. The polymer was then dried under vacuum. Thereafter, the molecular weight was determined by inherent viscosity in methylene chloride versus poly(methyl methacrylate), and was found to be in excess of 500,000.

Workup

  1. customThe bottle was sealed
  2. temperatureThe bottle was then heated at 50 degrees Centigrade in a water bath for 18 hours
  3. customThe bottle was then removed from the water bath
  4. customthe polymer isolated by extraction with methanol
  5. customto precipitate polymer
  6. customThe polymer was then dried under vacuum

Sources & evidence

ORD record
ord-cb95fc6af34c400ca342213058857f0a
Source dataset
uspto-grants-1982_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04346197

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes