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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 610722Generated: October 27, 2026

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

https://huagongshe.com/reaction/610722

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyleneHCID 6326—
ReactantBisdichlorosilylmethaneHCID 57370748—
Product1,1,3,3-Tetrachloro-1,3-disilacyclopent-4-eneHCID 121214483.6%

Reaction Steps

Hydrosilation of acetylene with bis(dichlorosilyl)methane in the presence of H2PtCl6. Into the same apparatus as described in Example 1 were placed 125 μl of a 0.1 M H2PtCl6 /IPA solution under a dry nitrogen atmosphere and the IPA removed under vacuum. Into the flask were added 3.01 g of bis(dichlorosilyl)methane and 20 ml of dried benzene. The flask content was heated to reflux temperature and acetylene gas was blown into the content at a rate of 90 ml/min for 3 hours. The reaction products were vacuum distilled at 67 Pa to yield a mixture comprising 1.99 g of 1,1,3,3-tetrachloro-1,3-disilacyclopent-4-ene (TCD-GC area 3.6%); 1,1,3,3-tetrachloro-1,3-disilacyclopentane (TCD-GC area 47.4%); 1,1,3,3,6,6,8,8-octachloro-1,3,6,8-tetrasilaoctane (TCD-GC area 17.2%); and 1,1,3,3,6,6,8,8,11,11,13,13-dodecachloro-1,3,6,8,11,13-hexasilatridecane (TCD-GC area 8.6%). 1,1,3,3-Tetrachloro-1,3-disilacyclopent-4-ene=1H-NMR (CDCl3, ppm): 1.14 (s, 2H, SiCH2Si), 7.36 (s, 2H, CH=CH); 1,1,3,3 -tetrachloro-1,3-disilacyclopentane =1H-NMR (CDCl3, ppm): 1.12 (s, 2H, SiCH2Si), 1.50 (s, 4H, CH2CH2); and 1,1,3,3,6,6,8,8-octachloro-1,3,6,8-tetrasilaoctane=1H-NMR (CDCl3, ppm): 1.41-150 (m, 8H, SiCH2SiCH2CH2SiCH2Si), 5.71 (s, 2H, SiH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05998649
Source datasetuspto-grants-1999_12
ORD IDord-7d9fbb92eec6472683d6e310a17bcbd8
Source noteuspto-grants-1999_12