Chemistry:Tetrakis(trifluoropropyl)tetramethylcyclotetrasiloxane

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Tetrakis(trifluoropropyl)­tetramethylcyclotetrasiloxane
D4F structure.svg
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 207-060-9
UNII
Properties
C₁₆H₂₈F₁₂O₄Si₄
Molar mass 624.71
Hazards
GHS pictograms GHS07: HarmfulGHS09: Environmental hazard
GHS Signal word Warning
H302, H312, H315, H319, H332, H335, H410, H413
P261, P264, P264+265Script error: No such module "Preview warning".Category:GHS errors, P270, P271, P273, P280, P301+317Script error: No such module "Preview warning".Category:GHS errors, P302+352, P304+340, P305+351+338, P317Script error: No such module "Preview warning".Category:GHS errors, P319Script error: No such module "Preview warning".Category:GHS errors, P321, P330, P332+317Script error: No such module "Preview warning".Category:GHS errors, P337+317Script error: No such module "Preview warning".Category:GHS errors, P362+364Script error: No such module "Preview warning".Category:GHS errors, P391, P403+233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Tetrakis(trifluoropropyl)tetramethylcyclotetrasiloxane (D4F) is a chemical substance. It is a derivative of octamethylcyclotetrasiloxane (D4), but also belongs to the class of per- and polyfluoroalkyl substances (PFASs).

It occurs in four diastereomeric forms:[2]

D4F is formed as a reaction by-product in the synthesis of polymethyltrifluoropropylsiloxane (PMTFPS). The starting material is dichloromethyl(3,3,3-trifluoropropyl)silane and tris(trifluoropropyl)trimethylcyclotrisiloxane (D3F) is an intermediate.[3]

It has been detected in wastewater,[4] sewage sludge[5] as well as in biosolid-amended soils.[6]

References

  1. "Cyclotetrasiloxane, 2,4,6,8-tetramethyl-2,4,6,8-tetrakis(3,3,3-trifluoropropyl)-" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/67934#section=Safety-and-Hazards. 
  2. Zhi, Liqin; Sun, Hongyu; Xu, Lin; Cai, Yaqi (2021-01-19). "Distribution and Elimination of Trifluoropropylmethylsiloxane Oligomers in Both Biosolid-Amended Soils and Earthworms" (in en). Environmental Science & Technology 55 (2): 985–993. doi:10.1021/acs.est.0c05443. 
  3. OECD: Synthesis Report on Understanding Side-Chain Fluorinated Polymers and Their Life Cycle, Figure 5.1
  4. Huang, Zichun; Xiang, Xiaoling; Xu, Lin; Cai, Yaqi (2020-10-15). "Phenylmethylsiloxanes and trifluoropropylmethylsiloxanes in municipal sludges from wastewater treatment plants in China: Their distribution, degradation and risk assessment" (in en). Water Research 185: 116224. doi:10.1016/j.watres.2020.116224. 
  5. Xiang, Xiaoling; Liu, Nannan; Xu, Lin; Cai, Yaqi (2021-11-01). "Review of recent findings on occurrence and fates of siloxanes in environmental compartments" (in en). Ecotoxicology and Environmental Safety 224: 112631. doi:10.1016/j.ecoenv.2021.112631. 
  6. Zhi, Liqin; Sun, Hongyu; Xu, Lin; Cai, Yaqi (2021-01-19). "Distribution and Elimination of Trifluoropropylmethylsiloxane Oligomers in Both Biosolid-Amended Soils and Earthworms" (in en). Environmental Science & Technology 55 (2): 985–993. doi:10.1021/acs.est.0c05443.