Acrylic Acid → HCID 131719376, compound

HRID 1720464Notes

Reaction equation

HRID 1720464 reaction equation
[CH3:1][C@@:2]12[CH:10]([C:11]([C:13]([O-:15])=[O:14])=[CH2:12])[CH2:9][C@H:5]([C:6]1([CH3:8])[CH3:7])[CH2:4][CH2:3]2.[C:16]([OH:20])(=[O:19])[CH:17]=[CH2:18].C(Br)(Br)(Br)Br.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(OCC)(=O)C>[CH3:1][C@@:2]12[CH:10]([C:11]([C:13]([O-:15])=[O:14])=[CH2:12])[CH2:9][C@H:5]([C:6]1([CH3:7])[CH3:8])[CH2:4][CH2:3]2.[C:16]([OH:20])(=[O:19])[CH:17]=[CH2:18]

Participants

6

Reactant 4

HCID 6581Acrylic AcidHCID 7187Benzoyl PeroxideHCID 11205Carbon tetrabromideHCID 92004758Isobomyl acrylate

Product 1

HCID 131719376HCID 131719376, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Nine grams of (90/10 parts by weight) of isobornyl acrylate and acrylic acid, 1 gram of Compound 1, 100 grams of ethyl acetate, 0.1 part of carbon tetrabromide (a chain transfer agent) and 0.1 gram of benzoyl peroxide were charged into a bottle. The bottle was purged with nitrogen for 10 minutes, capped, placed in a water bath at 60° C. and agitated for approximately 20-24 hours. The viscosity of the solution increased and the infrared spectrum of the polymer showed the disappearance of the vinyl monomer. The solvent was removed on a rotary evaporator. The mixture was precipitated in methanol and dried under vacuum to constant weight.

Workup

  1. customThe bottle was purged with nitrogen for 10 minutes
  2. customcapped
  3. customplaced in a water bath at 60° C.
  4. temperatureThe viscosity of the solution increased
  5. customThe solvent was removed on a rotary evaporator
  6. customThe mixture was precipitated in methanol
  7. customdried under vacuum to constant weight

Sources & evidence

ORD record
ord-9bf8581c70f84a73a02682090f44ade1
Source dataset
uspto-grants-1996_04
Patent number
US05506279

Reaction notes

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