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:[1]

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

Chemical compound

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]

Reaction of dichloromethyl(3,3,3-trifluoropropyl)silane via D3F to form PMTFPS, with D4F as a reaction by-product

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

## References[edit]

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. 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. 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.

*[CID]: Compound ID
*[EPA]: U.S. Environmental Protection Agency
*[H315]: H315: Causes skin irritation
*[H319]: H319: Causes serious eye irritation
*[H361]: H361: Suspected of damaging fertility or the unborn child
*[H372]: H372: Causes damage to organs through prolonged or repeated exposure
*[H373]: H373: May cause damage to organs through prolonged or repeated exposure
*[P203]: P203: Obtain, read and follow all safety instructions before use.
*[P260]: P260: Do not breathe dust/fume/gas/mist/vapours/spray.
*[P264]: P264: Wash ... thoroughly after handling.
*[P264+P265]: P264+P265: Wash ... thoroughly after handling. Do not touch eyes.
*[P270]: P270: Do not eat, drink or smoke when using this product.
*[P280]: P280: Wear protective gloves/protective clothing/eye protection/face protection.
*[P302+P352]: P302+P352: IF ON SKIN: Wash with soap and water.
*[P305+P351+P338]: P305+P351+P338: IF IN EYES: Rinse continuously with water for several minutes. Remove contact lenses if present and easy to do. Continue rinsing.
*[P318]: P318: If exposed or concerned, get medical advice.
*[P319]: P319: Get medical help if you feel unwell.
*[P321]: P321: Specific treatment (see ... on this label).
*[P332+P317]: P332+P317: If skin irritation occurs: Get medical help.
*[P337+P317]: P337+P317: If eye irritation persists: Get medical help.
*[P362+P364]: P362+P364: Take off contaminated clothing and wash it before reuse.
*[P405]: P405: Store locked up.
*[P501]: P501: Dispose of contents/container to ...