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| | Trifluoromethyl iodide Chemical Properties |
| Melting point | <−78 °C(lit.) | | Boiling point | −22.5 °C(lit.) | | density | 2.361 | | vapor pressure | 540.5kPa at 25℃ | | refractive index | 1.379 | | Fp | -22.5°C | | form | Gas | | Water Solubility | Slightly soluble in water. | | Sensitive | Light Sensitive | | BRN | 1732740 | | Stability: | Stable. Substances to be avoided include strong oxidizing agents. Avoid direct sunlight. Risk of explosion if heated under confinement. Flammable. | | LogP | 2.41 at 22.85℃ | | CAS DataBase Reference | 2314-97-8(CAS DataBase Reference) | | NIST Chemistry Reference | Methane, trifluoroiodo-(2314-97-8) | | EPA Substance Registry System | Trifluoroiodomethane (2314-97-8) |
| Hazard Codes | Xn,Xi | | Risk Statements | 68 | | Safety Statements | 36/37 | | RIDADR | UN 1956 2.2 | | WGK Germany | 1 | | RTECS | PB6975000 | | F | 27 | | Hazard Note | Irritant | | TSCA | T | | HazardClass | 2.2 | | HS Code | 2903780020 |
| | Trifluoromethyl iodide Usage And Synthesis |
| Uses | Trifluoroiodomethane is used as a gaseous fire suppression flooding agent for in-flight aircraft and electronic equipment fires. It is also an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals. It is involved in the rhodium-catalyzed alfa-trifluoromethylation of alfa,beta-unsaturatedketones. It plays an important role as catalyst in the enantioselective alfa -trifluoromethylation of aldehydes through photoredox organocatalysis using a readily available iridium photocatalyst.
| | Reactions | Trifluoromethyl iodide reacts with [AuMeL] to give [AuMe2(CF3)L] and [AuIL](L = PMe3 or PMe2Ph), or [Au(CF3)L] and Mel (L = PPh3), or a mixture of these products (L = PMePh2). In some cases reaction of [AuMe(PMe3)] with CF3I gives [AuMe(CF3)I(PMe3)]. Evidence is presented that the reactions proceed, at least in part, by a free-radical chain mechanism.
| | Chemical Properties | colourless gas | | Uses | Reagent used in the rhodium-catalyzed α-trifluoromethylation of α,?-unsaturated ketones. | | Uses | Trifluoroiodomethane is used as a gaseous fire suppression flooding agent for in-flight aircraft and electronic equipment fires. It is also an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals. It is involved in the rhodium-catalyzed alfa-trifluoromethylation of alfa,beta-unsaturatedketones. It plays an important role as catalyst in the enantioselective alfa -trifluoromethylation of aldehydes through photoredox organocatalysis using a readily available iridium photocatalyst. | | Synthesis Reference(s) | Journal of the American Chemical Society, 107, p. 5014, 1985 DOI: 10.1021/ja00303a042 | | Flammability and Explosibility | Notclassified |
| | Trifluoromethyl iodide Preparation Products And Raw materials |
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