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

HRID 610726Notes

Reaction equation

HRID 610726 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 57370748Bisdichlorosilylmethane2×

Product 1

HCID 121214481,1,3,3-Tetrachloro-1,3-disilacyclopent-4-eneYield 32.1%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Hydrosilation of acetylene with bis(dichlorosilyl)methane in the presence of Pt(CH2 =CH)(PPh3)2. Into the same apparatus as described in Example 1 were placed 0.89 g of bis(dichlorosilyl)methane, 0.06 g of Pt(CH2 =CH)(PPh3)2, and 20 ml of dried benzene. Acetylene gas was blown into the flask at 90 ml/min for 3 hours. The products were vacuum distilled at 67 Pa to yield a mixture comprising 0.26 g of 1,1,3,3-tetrachloro-1,3-disilacyclopent-4-ene (TCD-GC area 32.1%) and 1,1,3,3-tetrachloro-1,3-disilacyclopentane (TCD-GC area 7.5%).

Workup

  1. distillationdistilled at 67 Pa

Sources & evidence

ORD record
ord-37da2408f64048179be1b6e84b6a3566
Source dataset
uspto-grants-1999_12
Patent number
US05998649

Reaction notes

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