Acetic Acid → HCID 18468823, compound

HRID 2229736Notes

Reaction equation

HRID 2229736 reaction equation
[CH:1]([Si:3]([CH3:11])([CH3:10])[O:4][Si:5]([CH:8]=[CH2:9])([CH3:7])[CH3:6])=[CH2:2].C(O)(=O)C.[CH3:16][O:17][SiH:18]([O:21][CH3:22])[O:19][CH3:20]>[Pt]>[CH:8]([Si:5]([CH3:7])([CH3:6])[O:4][Si:3]([CH:1]([Si:18]([O:21][CH3:22])([O:19][CH3:20])[O:17][CH3:16])[CH3:2])([CH3:10])[CH3:11])=[CH2:9]

Participants

5

Reactant 3

HCID 176Acetic Acid2×HCID 17215TrimethoxysilaneHCID 758191,3-Divinyltetramethyldisiloxane

Product 1

HCID 18468823HCID 18468823, compound

Reagents, catalysts & solvents 1

HCID 23939PlatinumCatalyst

Conditions

Temperature
60 °C

Procedure

A siloxane according to the present invention was prepared by charging a flask with 55.8 g (0.3 mole) of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane under a nitrogen atmosphere. A platinum/vinylsiloxane catalyst, prepared according to the method described by Hitchcock et al.(Angew. Chem. Int. Ed. Engl., 30, 1991) was added at a level of 10−6 equivalent of platinum. Acetic acid (0.06 g; 0.001 mol) was introduced and the reaction mixture heated to 60° C. Trimethoxysilane (12.2 g; 0.1 mol) and 0.24 g (0.004 mol) acetic acid were added to an addition funnel and this mixture was slowly added to the flask while the temperature was maintained below 70° C. Subsequently, the reaction mixture was kept at 70° C. for 1 hr. The product was isolated by fractional distillation at 80° C./8 mm Hg to obtain a mixture (confirmed by NMR) of 7% of an α-adduct (1-vinyl-3-(1-trimethoxysilylethyl)-1,1,3,3-tetramethyldisiloxane) having the structure

Workup

  1. additionthis mixture was slowly added to the flask while the temperature
  2. temperaturewas maintained below 70° C
  3. customThe product was isolated by fractional distillation at 80° C./8 mm Hg

Sources & evidence

ORD record
ord-876bd57cfbf74b86b827e93893e530fa
Source dataset
uspto-grants-2002_07
Patent number
US06420485B1

Reaction notes

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