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Antioxidant 1010 → Allyl methacrylate

HRID 359339
Notes
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Reaction equation

HRID 359339 reaction equation
[C:1]([O-:6])(=[O:5])[C:2]([CH3:4])=[CH2:3].[CH3:7][CH2:8][CH2:9]C[N+](CCCC)(CCCC)CCCC.[F-].CC(C1C(O)=C(C(C)(C)C)C=C(CCC(OCC(COC(CCC2C=C(C(C)(C)C)C(O)=C(C(C)(C)C)C=2)=O)(COC(CCC2C=C(C(C)(C)C)C(O)=C(C(C)(C)C)C=2)=O)COC(CCC2C=C(C(C)(C)C)C(O)=C(C(C)(C)C)C=2)=O)=O)C=1)(C)C>C1COCC1>[C:1]([O:6][CH2:9][CH:8]=[CH2:7])(=[O:5])[C:2]([CH3:4])=[CH2:3]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 64819Antioxidant 1010HCID 87595MethacrylateHCID 2724141Tetrabutylammonium Fluoride

Product 1

HCID 7274Allyl methacrylate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of MTS (5.5 x 10-3 g) in dry THF (10.0 ml) was added (D2.1) (3.0 g), AM (0.11 ml) and TBAF (2 μl of 1M THF solution). The mixture warmed up and was stirred overnight at room temperature. 50 ppm Irganox 1010 antioxidant was added to the very viscous clear solution, which was cast into a polyester tray in a stream of nitrogen. The last traces of THF were removed by heating in a vacuum oven at 60° for 4 hours.

Workup

  1. temperatureThe mixture warmed up
  2. customThe last traces of THF were removed
  3. temperatureby heating in a vacuum oven at 60° for 4 hours

Sources & evidence

ORD record
ord-bad2879baff8427fb1dea59486c1f0ab
Source dataset
uspto-grants-1991_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05001023

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes