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1-(1-Isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene → Alpha-Methylstyrene

HRID 374556
Notes
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Reaction equation

HRID 374556 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([CH:13]=[CH:14][CH:15]=1)C(N=C=O)(C)C)([CH3:3])=[CH2:2].C(OC1(C)CCCCC1(C)C)(=O)C(C)=C>>[CH3:3][C:1]([C:4]1[CH:5]=[CH:6][CH:13]=[CH:14][CH:15]=1)=[CH2:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 6041521-(1-Isocyanato-1-methylethyl)-3-(1-methylethenyl)benzeneHCID 218634371,2,2-Trimethylcyclohexyl 2-methylprop-2-enoate

Product 1

HCID 7407Alpha-Methylstyrene

Procedure

56.52 g (32.0 m moles) of the aminopropyl-capped PDMS of Example 1 are placed in a 100 mL 3-neck round bottom flask fitted with a mechanical stirrer, gas inlet tube and thermometer. The diamine is cooled with an ice-water bath and kept under a dry air atmosphere. 12.90 g (64.1 m moles) of m-isopropenyl-α,α-dimethylbenzyl isocyanate (TMI) are added while stirring. After 2 hours the mixture becomes very thick and 69.42 g of trimethylcyclohexyl methacrylate (TMMA) are added. The ice-water bath is removed and the contents are stirred for an additional 4 hours to yield a 66.1% solution of α-methylstyrene capped poly(dimethylsiloxane) in TMMA.

Workup

  1. customare placed in a 100 mL 3-neck round bottom flask
  • customfitted with a mechanical stirrer, gas inlet tube
  • customThe ice-water bath is removed
  • stirringthe contents are stirred for an additional 4 hours
  • Sources & evidence

    ORD record
    ord-ca26e84f0a5c45078e1e258db819a832
    Source dataset
    uspto-grants-1996_01
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US05480946

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes