Hexamethylcyclotrisiloxane, also known as D3 and D3, is an organosilicon compound with the chemical formula [(CH3)2SiO]3. It is a colorless or white volatile solid. It finds limited use in organic chemistry. The larger tetrameric and pentameric siloxanes, respectively octamethylcyclotetrasiloxane and decamethylcyclopentasiloxane, are of significant industrial interest, whereas 1,000–10,000 tonnes per year of the trimer is manufactured and/or imported in the European Economic Area.
Structure and reactions Hexamethylcyclotrisiloxane adopts a planar structure and is considered strained. It reacts with organolithium reagents to give, after hydrolysis, dimethylsilanols:
[(CH3)2SiO]3 + 3 RLi → 3 RSi(CH3)2OLi RSi(CH3)2OLi + H2O → RSi(CH3)2OH + LiOH
Safety and environmental considerations The LD50 for the related pentamer (D5) is >50 g/kg in rats.
See also Octamethylcyclotetrasiloxane (D4) Decamethylcyclopentasiloxane (D5)
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