Styrene → HCID 131722271, compound

HRID 566633Notes

Reaction equation

HRID 566633 reaction equation
[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:9][SiH:10]([CH3:15])[O:11][SiH:12]([CH3:14])[CH3:13].C(O[SiH](OCC)OCC)C>>[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:9][SiH:10]([CH3:15])[O:11][SiH:12]([CH3:14])[CH3:13]

Participants

4

Reactant 3

HCID 7501StyreneHCID 13830TriethoxysilaneHCID 186591,1,3,3-Tetramethyl-disiloxane

Product 1

HCID 131722271HCID 131722271, compoundYield 96%

Conditions

Temperature
80 °C

Procedure

928 mg Styrene, 426 mg 1,1,3,3-tetramethyldisiloxane, and 348 mg triethoxysilane were placed in a nitrogen-purged glass tube. This was followed by the addition of 10 mg acetic acid and 0.009 mL of a toluene solution (platinum content=0.04 weight %) of a zero-valent platinum complexed with divinylsiloxane. The reaction tube was then sealed with Teflon® tape and a rubber septum and heated for 2 hours in an oil bath at 80° C. After cooling, GC analysis of the product showed the following: the triethoxysilane and 1,1,3,3-tetramethyldisiloxane had been almost entirely consumed (>98%); the styrene:1,1,3,3-tetramethyldisiloxane 2:1 adduct had been produced in a yield of 96%; the styrene:triethoxysilane 1:1 adduct had been produced in a yield of 97%; the α,β-adduct:β,β-adduct ratio for the former was 1:19; and the α-adduct:β-adduct ratio for the latter was 1:185.

Workup

  1. custompurged glass tube
  2. additionThis was followed by the addition of 10 mg acetic acid and 0.009 mL of a toluene solution (platinum content=0.04 weight %) of a zero-valent platinum
  3. customThe reaction tube was then sealed with Teflon® tape
  4. temperatureAfter cooling
  5. customthe triethoxysilane and 1,1,3,3-tetramethyldisiloxane had been almost entirely consumed (>98%)

Sources & evidence

ORD record
ord-8c52805e5ec240479f615336f396cac0
Source dataset
uspto-grants-2001_01
Patent number
US06175031B1

Reaction notes

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