Styrene → Phenethyltriethoxysilane

HRID 2268185Notes

Reaction equation

HRID 2268185 reaction equation
[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH2:9]([O:11][SiH:12]([O:16][CH2:17][CH3:18])[O:13][CH2:14][CH3:15])[CH3:10].P(OCC(CC)CCCC)(OCC(CC)CCCC)(O)=O>[Pt].C1(C)C=CC=CC=1>[CH2:1]([Si:12]([O:16][CH2:17][CH3:18])([O:13][CH2:14][CH3:15])[O:11][CH2:9][CH3:10])[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

6

Reactant 3

HCID 7501Styrene3×HCID 9275Bis(2-ethylhexyl) phosphateHCID 13830Triethoxysilane2×

Product 1

HCID 11097560PhenethyltriethoxysilaneYield 16%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 1140TolueneSolvent

Procedure

Reaction between styrene and triethoxysilane with platinum catalyst in the presence of bis(2-ethylhexyl) hydrogenphosphate (C4H9CH(C2H5)CH2O)2P(═O)OH). 0.334 g Styrene and 0.540 g triethoxysilane were introduced into a glass tube, and 3 mg of bis(2-ethylhexyl) hydrogenphosphate were added using a microsyringe. 0.8 mg Of a toluene solution of a 0-valent platinum complex of divinylsiloxane (0.4 wt % platinum content) was added. The tube was sealed with Teflon tape and a septum and placed in a 100° C. oil bath where it was heated for 1 hour. After cooling, the tube contents were analyzed by gas chromatography revealing a styrene conversion of about 29% and a phenethyl triethoxysilane yield of 16%. The ratio between the phenethyl triethoxysilane and the (α-methylbenzyl)triethoxysilane was 5.8:1.

Workup

  1. customplaced in a 100° C.
  2. temperaturewas heated for 1 hour
  3. temperatureAfter cooling

Sources & evidence

ORD record
ord-901c918db07249078edd4c167662d892
Source dataset
uspto-grants-2001_12
Patent number
US06326506B1

Reaction notes

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