Tris(trifluoropropyl)trimethylcyclotrisiloxane

Tris(trifluoropropyl)trimethylcyclotrisiloxane
Identifiers
CAS Number	2374-14-3;
3D model (JSmol)	Interactive image;
ECHA InfoCard	100.017.414
EC Number	219-154-7;
PubChem CID	75410;
CompTox Dashboard (EPA)	DTXSID7051892 ;
	InChI InChI=1S/C12H21F9O3Si3/c1-25(7-4-10(13,14)15)22-26(2,8-5-11(16,17)18)24-27(3,23-25)9-6-12(19,20)21/h4-9H2,1-3H3 Key: URZHQOCYXDNFGN-UHFFFAOYSA-N;
	SMILES C[Si]1(O[Si](O[Si](O1)(C)CCC(F)(F)F)(C)CCC(F)(F)F)CCC(F)(F)F;
Properties
Chemical formula	C12H21F9O3Si3
Molar mass	468.538 g·mol−1
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H315, H319, H361, H372, H373
Precautionary statements	P203, P260, P264, P264+P265, P270, P280, P302+P352, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Tris(trifluoropropyl)trimethylcyclotrisiloxane (D₃F) is a chemical substance. It is a derivative of hexamethylcyclotrisiloxane (D₃), but also belongs to the class of per- and polyfluoroalkyl substances (PFASs).

It occurs in two diastereomeric forms:^[2]

cis-D₃F
trans-D₃F

D₃F is used to produce polymethyltrifluoropropylsiloxane (PMTFPS). The starting material is dichloromethyl(3,3,3-trifluoropropyl)silane. Tetrakis(trifluoropropyl)tetramethylcyclotetrasiloxane (D₄F) is produced as a reaction by-product.^[3]

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

References

^ "Cyclotrisiloxane, 2,4,6-trimethyl-2,4,6-tris(3,3,3-trifluoropropyl)-". pubchem.ncbi.nlm.nih.gov.
^ Zhi, Liqin; Sun, Hongyu; Xu, Lin; Cai, Yaqi (2021-01-19). "Distribution and Elimination of Trifluoropropylmethylsiloxane Oligomers in Both Biosolid-Amended Soils and Earthworms". Environmental Science & Technology. 55 (2): 985–993. Bibcode:2021EnST...55..985Z. doi:10.1021/acs.est.0c05443. ISSN 0013-936X. PMID 33356203. S2CID 229687934.
^ OECD: Synthesis Report on Understanding Side-Chain Fluorinated Polymers and Their Life Cycle, Figure 5.1
^ 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". Water Research. 185: 116224. Bibcode:2020WatRe.18516224H. doi:10.1016/j.watres.2020.116224. ISSN 0043-1354. PMID 32758790. S2CID 221037569.
^ Xiang, Xiaoling; Liu, Nannan; Xu, Lin; Cai, Yaqi (2021-11-01). "Review of recent findings on occurrence and fates of siloxanes in environmental compartments". Ecotoxicology and Environmental Safety. 224: 112631. Bibcode:2021EcoES.22412631X. doi:10.1016/j.ecoenv.2021.112631. ISSN 0147-6513. PMID 34416634.
^ Zhi, Liqin; Sun, Hongyu; Xu, Lin; Cai, Yaqi (2021-01-19). "Distribution and Elimination of Trifluoropropylmethylsiloxane Oligomers in Both Biosolid-Amended Soils and Earthworms". Environmental Science & Technology. 55 (2): 985–993. Bibcode:2021EnST...55..985Z. doi:10.1021/acs.est.0c05443. ISSN 0013-936X. PMID 33356203. S2CID 229687934.

[1] "Cyclotrisiloxane, 2,4,6-trimethyl-2,4,6-tris(3,3,3-trifluoropropyl)-". pubchem.ncbi.nlm.nih.gov.

[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". Environmental Science & Technology. 55 (2): 985–993. Bibcode:2021EnST...55..985Z. doi:10.1021/acs.est.0c05443. ISSN 0013-936X. PMID 33356203. S2CID 229687934.

[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". Water Research. 185: 116224. Bibcode:2020WatRe.18516224H. doi:10.1016/j.watres.2020.116224. ISSN 0043-1354. PMID 32758790. S2CID 221037569.

[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". Ecotoxicology and Environmental Safety. 224: 112631. Bibcode:2021EcoES.22412631X. doi:10.1016/j.ecoenv.2021.112631. ISSN 0147-6513. PMID 34416634.

[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". Environmental Science & Technology. 55 (2): 985–993. Bibcode:2021EnST...55..985Z. doi:10.1021/acs.est.0c05443. ISSN 0013-936X. PMID 33356203. S2CID 229687934.

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