Azobisisobutyronitrile → HCID 86752933, compound

HRID 1957460Notes

Reaction equation

HRID 1957460 reaction equation
[C:1]([OH:5])(=[O:4])[CH:2]=[CH2:3].[C:6]([O:10][CH3:11])(=[O:9])[CH:7]=[CH2:8].[CH3:12][C:13]1[CH:19]=[C:18]([OH:20])[CH:17]=[CH:16][C:14]=1O.CO[C:23]1[CH:28]=[CH:27][C:26](O)=[CH:25][CH:24]=1.N(C(C)(C)C#N)=N[C:32](C)(C)C#N>O1CCOCC1.CCCCCC.CCOC(C)=O>[C:6]([O:10][CH3:11])(=[O:9])[C:7]([CH3:1])=[CH2:8].[C:13]([C:14]1[CH:32]=[CH:3][C:2]2[C:1](=[O:5])[C:24]3[C:23](=[CH:28][CH:27]=[CH:26][CH:25]=3)[C:18](=[O:20])[C:17]=2[CH:16]=1)([CH3:12])=[CH2:19].[C:1]([OH:5])(=[O:4])[CH:2]=[CH2:3]

Participants

9

Reactant 5

HCID 6547AzobisisobutyronitrileHCID 6581Acrylic AcidHCID 7253MethylhydroquinoneHCID 7294Methyl AcrylateHCID 90154-Methoxyphenol

Product 1

HCID 86752933HCID 86752933, compound

Reagents, catalysts & solvents 3

HCID 8058HexaneSolventHCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

2-isopropenyl AQ (0.3 g), 0.5 g acrylic acid and 0.7 g methyl acrylate (Aldrich) containing inhibitor (200 ppm methyl hydroquinone, MeHQ) and 40 mg 2,2'-azobis-isobutyronitrile (AIBN) were placed in a heavy-walled glass tube. Oxygen was removed by three freeze/thaw cycles. The tube was sealed and heated to 80° C. for 1 h. The polymer thus obtained was dissolved in dioxane. TLC (20% AcOEt in hexane) shows disappearance of free isopropenyl AQ.

Workup

  1. customwere placed in a heavy-walled glass tube
  2. customOxygen was removed by three freeze/thaw cycles
  3. customThe tube was sealed
  4. customThe polymer thus obtained

Sources & evidence

ORD record
ord-026a17011926448b924123aec94375dd
Source dataset
uspto-grants-1998_07
Patent number
US05785943

Reaction notes

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