Acetylene → 1,1,3,3-Tetrachloro-1,3-disilacyclopent-4-ene

HRID 610724Notes

Reaction equation

HRID 610724 reaction equation
[CH:1]#[CH:2].[Cl:3][SiH:4]([CH2:6][SiH:7]([Cl:9])[Cl:8])[Cl:5]>C1C=CC=CC=1>[Cl:3][Si:4]1([Cl:5])[CH:2]=[CH:1][Si:7]([Cl:9])([Cl:8])[CH2:6]1

Participants

4

Reactant 2

HCID 6326Acetylene2×HCID 57370748Bisdichlorosilylmethane

Product 1

HCID 121214481,1,3,3-Tetrachloro-1,3-disilacyclopent-4-ene

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Hydrosilation of acetylene with bis(dichlorosilyl)methane in the presence of Pt((CH2 =CHSiMe2)2O)2. Into the same apparatus as described in Example 1 were placed 18 μl of Pt((CH2 =CHSiMe2)2O)2 in 1,1,3,3-tetramethyl-1,3-divinyl-1,3-disiloxane (4 weight percent Pt) and 20 ml of dried benzene. Acetylene gas was blown into the flask at 90 ml/min for 5 hours. The products were vacuum distilled at 0.5 torr to yield a mixture comprising 3.32 g of 1,1,3,3-tetrachloro-1,3-disilacyclopent-4-ene (TCD-GC) area 6.2%); 1,1,3,3-tetrachloro-1,3-disilacyclopentane (TCD-GC area 47.9%); and 1,1,3,3,6,6,8,8-octachloro-1,3,6,8-tetrasilaoctane (TCD-GC area 27.1 %).

Workup

  1. distillationdistilled at 0.5 torr

Sources & evidence

ORD record
ord-07c4288be1e44b07bb485fb4b228ffa3
Source dataset
uspto-grants-1999_12
Patent number
US05998649

Reaction notes

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