Decamethylcyclopentasiloxane

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Decamethylcyclopentasiloxane
Skeletal formula of decamethylcyclopentasiloxane
Space-filling model of the decamethylcyclopentasiloxane molecule
Names
IUPAC name
Decamethyl-1,3,5,7,9,2,4,6,8,10-pentaoxapentasilecane
Other names
Cyclopentamethicone

Cyclic dimethylsiloxane pentamer
D5

2,2,4,4,6,6,8,8,10,10-Decamethylcyclopentasiloxane
Identifiers
541-02-6 YesY
1800166
ChemSpider 10451 YesY
EC Number 208-764-9
Jmol 3D model Interactive image
Interactive image
MeSH Decamethylcyclopentasiloxane
PubChem 10913
RTECS number GY5945200
UNII 0THT5PCI0R YesY
  • InChI=1S/C10H30O5Si5/c1-16(2)11-17(3,4)13-19(7,8)15-20(9,10)14-18(5,6)12-16/h1-10H3 YesY
    Key: XMSXQFUHVRWGNA-UHFFFAOYSA-N YesY
  • InChI=1/C10H30O5Si5/c1-16(2)11-17(3,4)13-19(7,8)15-20(9,10)14-18(5,6)12-16/h1-10H3
    Key: XMSXQFUHVRWGNA-UHFFFAOYAC
  • C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1
  • O1[Si](O[Si](O[Si](O[Si](O[Si]1(C)C)(C)C)(C)C)(C)C)(C)C
Properties
C10H30O5Si5
Molar mass 370.77 g·mol−1
Appearance Colourless liquid
Density 0.958 g cm−3
Melting point −47 °C; −53 °F; 226 K
Boiling point 210 °C (410 °F; 483 K)
17.03±0.72 ppb (23 °C) [1]
Vapor pressure 20.4±1.1 Pa (25 °C) [2]
Viscosity 3.74 cP
Vapor pressure {{{value}}}
Related compounds
Octamethylcyclotetrasiloxane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references

Decamethylcyclopentasiloxane (D5) is an organosilicon compound with the formula [(CH3)2SiO]5. It is a colorless and odorless liquid that is slightly volatile.[3] The compound is classified as a cyclomethicone. Such fluids are commonly used in cosmetics, such as deodorants, sunblocks, hair sprays and skin care products. It is becoming more common in hair conditioners, as it makes the hair easier to brush without breakage. It is also used as part of silicone based personal lubricants. D5 is considered an emollient.

Production

Commercially D5, is produced by cracking polysiloxanes. The silicone polymer equilibrated in the presence of strong base to give the pentamer:

n/5 [(CH3)2SiO]n → n [(CH3)2SiO]5

The tetramer octamethylcyclotetrasiloxane is also generated. These two cyclic species are separated from the polymer by distillation.[4]

Environment

D5 and D4 have attracted attention because they are pervasive. Although never acutely toxic, one report suggests cyclic siloxanes can be detected in some species of aquatic life.[5] However, other scientific reviews have determined that "Siloxane D5 does not pose a danger to the environment."[6]

References

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  3. Record of Decamethylcyclopentasiloxan in the GESTIS Substance Database of the IFA, accessed on 25. September 2015.
  4. Lua error in package.lua at line 80: module 'strict' not found.
  5. Wang, De-Gao; Norwood, Warren; Alaee, Mehran; Byer, Jonathan D.; Brimble, Samantha "Review of recent advances in research on the toxicity, detection, occurrence and fate of cyclic volatile methyl siloxanes in the environment" Chemosphere 2013, volume 93, pages 711–725. doi:10.1016/j.chemosphere.2012.10.041
  6. Report of the Board of Review for Decamethylcyclopentasiloxane (Siloxane D5) established under Section 333(1) of the Canadian Environmental Protection Act of 1999, October 20, 2011

External links


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