Toluene → alpha-Methylstyrene isopropenyltoluene

HRID 49747

Reaction equation

HRID 49747 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[CH2:3].[C:10]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH3:19])([CH3:12])=[CH2:11].C1(C)C=CC=CC=1>CC(C)=O>[CH3:3][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[CH2:1].[C:10]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH3:19])([CH3:12])=[CH2:11]

Participants

5

Reactant 3

HCID 1140TolueneHCID 7407Alpha-MethylstyreneHCID 81886O,alpha-dimethylstyrene

Product 1

HCID 86585334alpha-Methylstyrene isopropenyltoluene

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

250 g α-methyl styrene (99.8% purity), 250 g isopropenyltoluene, and 500 g toluene were introduced into a three-mouthed flask, and mixed while boron trifluoride phenol complex was slowly added, and the material was then cooled under dry ice and acetone solvent and reacted for 3 hr at 20° C. Next, alkali was added to inactivate and remove the catalyst, and concentrated to remove the solvent and unreacted monomer, and α-methylstyrene-isopropenyltoluene copolymer was obtained as a residue. This polymer was designated Polymer B3, and its physical properties are listed in Table 2.

Workup

  1. additionmixed while boron trifluoride phenol complex
  2. additionwas slowly added
  3. temperaturethe material was then cooled under dry ice
  4. additionNext, alkali was added to inactivate and
  5. customremove the catalyst
  6. concentrationconcentrated
  7. customto remove the solvent and unreacted monomer

Sources & evidence

ORD record
ord-db5f8f3c860240cb9161dd66c55b5231
Source dataset
uspto-grants-2004_03
Patent number
US06709798B2

Linked notes

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