Tris(chloropropyl) phosphate
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| Names | |
|---|---|
| IUPAC name Tris(2-chloro-1-methylethyl) phosphate | |
Other names
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| Identifiers | |
3D model (JSmol) | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.033.766 |
| EC Number |
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PubChem CID | |
| UNII | |
CompTox Dashboard (EPA) | |
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| Properties | |
| C9H18Cl3O4P | |
| Molar mass | 327.56 g·mol−1 |
| Appearance | Liquid |
| Melting point | 20 °C (68 °F; 293 K) |
| Boiling point | 290 °C (554 °F; 563 K) decomposes |
| 1,080 mg/l at 20°C | |
| Hazards | |
| GHS labelling: | |
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| Warning | |
| H302 | |
| P264, P270, P301+P312, P330 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Tris(chloropropyl) phosphate (commonly abbreviated TCPP) is a chlorinated organophosphate flame retardant commonly added to polyurethane foams.[1] Comparatively minor amounts are used in PVC and EVA.[2]
Synthesis[edit]
TCPP is prepared industrially by the reaction of propylene oxide with phosphoryl chloride. In practise this produces a range of products, of which the tris(2-chloro-1-methylethyl) isomer tends to dominate (50-85% w/w).[3]
References[edit]
- ^ Yadav, Anilkumar; de Souza, Felipe M.; Dawsey, Tim; Gupta, Ram K. (19 October 2022). "Recent Advancements in Flame-Retardant Polyurethane Foams: A Review". Industrial & Engineering Chemistry Research. 61 (41): 15046–15065. doi:10.1021/acs.iecr.2c02670. S2CID 252832072.
- ^ "European Union Risk Assessment Report: TCPP". ECHA. Retrieved 1 March 2024.
- ^ Truong, Jimmy W.; Diamond, Miriam L.; Helm, Paul A.; Jantunen, Liisa M. (December 2017). "Isomers of tris(chloropropyl) phosphate (TCPP) in technical mixtures and environmental samples". Analytical and Bioanalytical Chemistry. 409 (30): 6989–6997. doi:10.1007/s00216-017-0572-7. PMID 29147747. S2CID 24611076.
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