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Styrene → Phenethyldimethylchlorosilane

HRID 2268188
Notes
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Reaction equation

HRID 2268188 reaction equation
[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:9][SiH:10]([CH3:12])[Cl:11].C[SiH](C)N(C)C(=O)C>[Pt].C1(C)C=CC=CC=1>[CH2:1]([Si:10]([CH3:12])([CH3:9])[Cl:11])[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 7501Styrene3×HCID 66108Chlorodimethylsilane2×HCID 123175770HCID 123175770, compound2×

Product 1

HCID 86970PhenethyldimethylchlorosilaneYield 4.4%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalyst
HCID 1140
Toluene
Solvent

Procedure

Reaction between styrene and dimethylchlorosilane with platinum catalyst in the presence of N-dimethylsilyl-N-methylacetamide. 526 mg Styrene and 408 mg dimethylchlorosilane were introduced into a glass tube, and 1 mg of N-dimethylsilyl-N-methylacetamide was added. 2.5 mg Of a toluene solution of a 0-valent platinum complex of divinylsiloxane (0.04 wt % platinum content) were added. The tube was sealed with Teflon tape and a rubber septum and then placed in a 50° C. oil bath where it was heated for 30 minutes. After cooling, the tube contents were analyzed by gas chromatography revealing a styrene conversion of 4.8% and a phenethyldimethylchlorosilane yield of 4.4%. The ratio between the phenethyldimethylchlorosilane and (α-methylbenzyl)dimethylchlorosilane was 15:1.

Workup

  1. customplaced in a 50° C.
  2. temperaturewas heated for 30 minutes
  3. temperatureAfter cooling

Sources & evidence

ORD record
ord-a76942cbd7a84bb6998ba291b76a4af9
Source dataset
uspto-grants-2001_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06326506B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes