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Azobisisobutyronitrile → Methyl Acrylate Styrene

HRID 1284285
Notes
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Reaction equation

HRID 1284285 reaction equation
[C:1]([O:5][CH3:6])(=[O:4])[CH:2]=[CH2:3].[CH2:7]=[CH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.O1CCCC1.N(C(C)(C)C#N)=NC(C)(C)C#N>CO>[C:1]([O:5][CH3:6])(=[O:4])[CH:2]=[CH2:3].[CH2:7]=[CH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 6547AzobisisobutyronitrileHCID 7294Methyl AcrylateHCID 7501StyreneHCID 8028Tetrahydrofuran

Product 1

HCID 22731677Methyl Acrylate Styrene

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a 1000-ml three-necked round-bottomed flask equipped with stirrer, thermometer, and dry nitrogen sweep were placed methyl acrylate (x g), styrene 100-x g, tetrahydrofuran (400 ml), and azobisisobutyronitrile (1 g). The stirred solution was heated at reflux for 24 hours. The cooled solution (100 ml portion) was slowly poured into methanol (400 ml) being agitated in a blender. The resulting white precipitate was collected on a Buchner funnel, sucked dry, slurried with fresh methanol (to remove styrene), and vacuum-dried at 50°C. The amounts of monomers used and polymer molecular weight were as follows:

Workup

  1. customIn a 1000-ml three-necked round-bottomed flask equipped with stirrer
  2. temperatureThe stirred solution was heated
  3. temperatureat reflux for 24 hours
  4. customThe resulting white precipitate was collected on a Buchner funnel
  5. customsucked dry
  6. customvacuum-dried at 50°C

Sources & evidence

ORD record
ord-c9928022c121442498eff407b7f41afe
Source dataset
uspto-grants-1976_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US03978156

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes