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Contents

   



(Top)
  


1 Structure and reactions  




2 Safety and environmental considerations  




3 See also  




4 References  













Hexamethylcyclotrisiloxane






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From Wikipedia, the free encyclopedia
  

Not to be confused with Cholecalciferol.
Hexamethylcyclotrisiloxane
Names
IUPAC name

2,2,4,4,6,6-hexamethyl-1,3,5,2,4,6-trioxatrisilinane

Other names
  • Hexamethyltrisiloxane
  • Dimethylsiloxane trimer
  • D3
  • D3
    • Identifiers

    CAS Number

    3D model (JSmol)
    ChemSpider
    ECHA InfoCard 100.007.970 Edit this at Wikidata
    EC Number
    • 208-765-4

    PubChem CID
    UNII

    CompTox Dashboard (EPA)

    • InChI=1S/C6H18O3Si3/c1-10(2)7-11(3,4)9-12(5,6)8-10/h1-6H3

      Key: HTDJPCNNEPUOOQ-UHFFFAOYSA-N

    • C[Si]1(O[Si](O[Si](O1)(C)C)(C)C)C

    Properties

    Chemical formula

    		 [(CH3)2SiO]3
    Molar mass 222.462 g·mol−1
    Appearance Colorless or white solid
    Density 1.02 g/cm3
    Melting point 64 °C (147 °F; 337 K)
    Boiling point 134 °C (273 °F; 407 K)
    Hazards
    GHS labelling:

    Pictograms

    		 GHS02: FlammableGHS07: Exclamation mark

    Signal word

    		 Warning

    Hazard statements

    		 H228, H315, H319, H335

    Precautionary statements

    		 P210, P240, P241, P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P370+P378, P403+P233, P405, P501

    Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

    Infobox references

    Hexamethylcyclotrisiloxane, also known as D3 and D3, is the organosilicon compound with the 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,[1] whereas 1,000–10,000 tonnes per year of the trimer is manufactured and/or imported in the European Economic Area.[2]

    Structure and reactions[edit]

    Hexamethylcyclotrisiloxane adopts a planar structure and is considered strained.[3][4] 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[edit]

    The LD50 for the related pentamer (D5) is >50 g/kg in rats.[1]

    See also[edit]

    References[edit]

    1. ^ a b Moretto, Hans-Heinrich; Schulze, Manfred; Wagner, Gebhard (2005). "Silicones". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a24_057. ISBN 3-527-30673-0.
  • ^ "InfoCard – Hexamethylcyclotrisiloxane". ECHA. Retrieved 2018-07-20.
  • ^ Scott E. Denmark; Christopher R. Butler (2007). "Hexamethylcyclotrisiloxane". eEROS. doi:10.1002/047084289X.rn00784. ISBN 978-0-471-93623-7.
  • ^ Brook, Michael A. (2000). Silicon in Organic, Organometallic and Polymer Chemistry. New York: Wiley. p. 262. ISBN 0-471-19658-4.

    • Retrieved from "https://en.wikipedia.org/w/index.php?title=Hexamethylcyclotrisiloxane&oldid=1177772869"
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    ●Siloxanes
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