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
1800166
541-02-6 YesY
ChemSpider 10451 YesY
EC number 208-764-9
Jmol-3D images Image
Image
MeSH Decamethylcyclopentasiloxane
PubChem 10913
RTECS number GY5945200
UNII 0THT5PCI0R YesY
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
Hazards
SDS External MSDS
EU classification Irritant Xi
R-phrases R36/37/38
S-phrases S23, S24/25
NFPA 704
Flammability code 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g., diesel fuel Health code 1: Exposure would cause irritation but only minor residual injury. E.g., turpentine Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
Flash point 73 °C (163 °F; 346 K)
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 isYesY/N?)
Infobox references

Decamethylcyclopentasiloxane (D5) is an organosilicon compound with the formula [(CH3)2SiO]5. Is is a colorless liquid with a low vapor pressure. 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[edit]

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.[3]

Environment[edit]

D5 and D4 have attracted attention because they are pervasive. Although never acutely toxic, the cyclic siloxanes do affect aquatic life and some mammals.[4]

References[edit]

  1. ^ Sudarsanan Varaprath, Cecil L. Frye, Jerry Hamelink (1996). "Aqueous solubility of permethylsiloxanes (silicones)". Environmental Toxicology and Chemistry 15 (8): 1263–1265. doi:10.1002/etc.5620150803. 
  2. ^ Ying Duan Lei, Frank Wania, Dan Mathers (2010). "Temperature-Dependent Vapor Pressure of Selected Cyclic and Linear Polydimethylsiloxane Oligomers". Journal of Chemical & Engineering Data 55 (12): 5868–5873. doi:10.1021/je100835n. 
  3. ^ Moretto, Hans-Heinrich; Schulze, Manfred; Wagner, Gebhard (2005). "Silicones". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a24_057. 
  4. ^ 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

External links[edit]

  • Record in the Household Products Database of NLM