Toluene → 1-Propyl-1,1,3,3-tetramethyldisiloxane

HRID 1255403Notes

Reaction equation

HRID 1255403 reaction equation
[CH3:1][SiH2:2][O:3][Si:4]([CH3:7])([CH3:6])[CH3:5].[CH2:8]=[CH:9]C.[C:11]1(C)C=CC=CC=1>C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[Cl-].[Rh]>[CH2:5]([Si:4]([CH3:7])([CH3:6])[O:3][SiH:2]([CH3:11])[CH3:1])[CH2:8][CH3:9]

Participants

5

Reactant 3

HCID 1140TolueneHCID 8252PropyleneHCID 57376941Tetramethyl disiloxane

Product 1

HCID 599853061-Propyl-1,1,3,3-tetramethyldisiloxane

Reagents, catalysts & solvents 1

HCID 84599Chlorotris(triphenylphosphine)rhodium(I)Catalyst

Conditions

Temperature
50 °C

Procedure

An 80 mL Fischer-Porter high pressure bottle was charged with tetramethyldisiloxane (10.0 g), toluene (10.0 g) and Wilkinson's catalyst ((PPh3)3RhCl, 40 ppm), stirred and brought to 50° C. The bottle was attached to a manifold and pressurized with propylene (40 psig) and maintained at 50° C. for 2 h. The pressure was vented, and the reaction was sampled for GC analysis; found M′MR product and MRMR byproduct (40:60). The resulting mixture of materials was used without further purification, yield 14.1 g.

Workup

  1. custombrought to 50° C
  2. aliquotthe reaction was sampled for GC analysis
  3. additionThe resulting mixture of materials
  4. customwas used without further purification, yield 14.1 g

Sources & evidence

ORD record
ord-9a86884935114d2faf65314001a5a03f
Source dataset
uspto-grants-2013_06
Patent number
US08461092B2

Reaction notes

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