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Methyldichlorosilane → Dichloro(3-phenylpropyl)silane

HRID 2268199
Notes
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Reaction equation

HRID 2268199 reaction equation
[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:9][SiH:10]([Cl:12])[Cl:11].C1(NS(=O)(=O)[O-])CCCCC1.[Na+]>[Pt].C1(C)C=CC=CC=1>[CH2:1]([CH2:9][SiH:10]([Cl:12])[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 6376Methyldichlorosilane2×HCID 7501Styrene3×HCID 23665706Sodium Cyclamate2×

Product 1

HCID 71431464Dichloro(3-phenylpropyl)silaneYield 70%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalyst
HCID 1140
Toluene
Solvent

Procedure

Reaction between styrene and methyldichlorosilane with platinum catalyst in the presence of sodium cyclohexylsulfamate. 427 mg Styrene and 498 mg methyldichlorosilane were introduced into a glass tube, and 38 mg of sodium cyclohexylsulfamate were added. 1 mg Of a toluene solution of a 0-valent platinum complex of divinylsiloxane (0.4 wt % platinum content) was added. The tube was sealed and placed in a 50° C. oil bath where it was heated for 72 hours. After cooling, the tube contents were analyzed by gas chromatography revealing a styrene conversion of 85% and a phenethylmethyldichlorosilane yield of 70%. The ratio between the phenethylmethyldichlorosilane and the (α-methylbenzyl)methyldichlorosilane was 8.7:1.

Workup

  1. customThe tube was sealed
  2. customplaced in a 50° C.
  3. temperaturewas heated for 72 hours
  4. temperatureAfter cooling

Sources & evidence

ORD record
ord-e0d60dd03ea14e9eb223ccb92a5f57de
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