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Vinyl Acetate → Tetraethylsilane

HRID 20614
Notes
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Reaction equation

HRID 20614 reaction equation
[CH2:1]([SiH:3]([CH2:6][CH3:7])[CH2:4][CH3:5])[CH3:2].C(OC=C)(=[O:10])C.[CH:14]([Si:16]([CH2:21][CH3:22])([CH2:19][CH3:20])[CH2:17][CH3:18])=[CH2:15]>C1(C)C=CC=CC=1>[CH2:14]([Si:16]([CH2:21][CH3:22])([CH2:19][CH3:20])[CH2:17][CH3:18])[CH3:15].[CH2:1]([Si:3]([CH2:6][CH3:7])([CH2:4][CH3:5])[OH:10])[CH3:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 7904Vinyl AcetateHCID 12052TriethylsilaneHCID 559195Ethenyltriethylsilane

Product 2

HCID 12426TetraethylsilaneHCID 69005Triethylsilanol

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a reactor were placed triethylsilane (Et3SiH) (5 mmol), di-μ-chlorobis(1,5-cyclooctadiene)diiridium(I) [IrCl(cod)]2 (0.05 mmol), vinyl acetate (20 mmol), and toluene (3 ml), and a reaction was conducted at 40° C. in a nitrogen atmosphere for one hour. After the reaction, the reaction mixture was analyzed by gas chromatography to find that vinyltriethylsilane was produced in a yield of 20%, and tetraethylsilane and acetic ester of triethylsilanol were by-produced in yields of 9% and 14%, respectively.

Workup

  1. customIn a reactor were placed
  2. customAfter the reaction

Sources & evidence

ORD record
ord-777aa9d068ad45cdbc6fcd5c4887e0cc
Source dataset
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07745654B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes