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CAS RN: 60804-74-2 | Product Number: T3435
Tris(2,2'-bipyridine)ruthenium(II) Bis(hexafluorophosphate)
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Purity: >95.0%(HPLC)
Synonyms:
- Ru(bpy)3(PF6)2
Product Documents:
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| Product Number | T3435 |
| Purity / Analysis Method | >95.0%(HPLC) |
| Molecular Formula / Molecular Weight | C__3__0H__2__4F__1__2N__6P__2Ru = 859.56 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature | Room Temperature (Recommended in a cool and dark place, <15°C) |
| Packaging and Container | 1G-Glass Bottle with Plastic Insert (View image) |
| CAS RN | 60804-74-2 |
| Reaxys Registry Number | 14364473 |
| PubChem Substance ID | 354335640 |
| MDL Number | MFCD11042502 |
Specifications
| Appearance | Orange to Brown powder to crystaline |
| Purity(HPLC) | min. 95.0 % (total of isomers) |
| NMR | confirm to structure |
Properties (reference)
| Maximum Absorption Wavelength | 451(CH3CN) nm |
GHS
| Pictogram |
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| Signal Word | Warning |
| Hazard Statements | H315 : Causes skin irritation. H319 : Causes serious eye irritation. |
| Precautionary Statements | P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ eye protection/ face protection. P302 + P352 : IF ON SKIN: Wash with plenty of water. P337 + P313 : If eye irritation persists: Get medical advice/ attention. P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P362 + P364 : Take off contaminated clothing and wash it before reuse. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. |
Related Laws:
Transport Information:
| H.S.code* | 2843.90-000 |
Application
TCI Practical Example: Trifluoromethylation Catalyzed by Photoredox Catalyst
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Used Chemicals
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- 4-Methylstyrene (stabilized with TBC) [M0428]
- Tris(2,2'-bipyridine)ruthenium(II) Bis(hexafluorophosphate) (= Ru(bpy)3(PF6)2) [T3435]
- 5-(Trifluoromethyl)dibenzothiophenium tetrafluoroborate
- Acetonitrile
- Ion-Exchanged Water
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Procedure
To a solution of 5-(trifluoromethyl)dibenzothiophenium tetrafluoroborate (0.171 g, 0.50 mmol, 1.0 eq), Ru(bpy)3(PF6)2 (0.0022 g, 0.0025 mmol, 0.5 mol%) in acetonitrile (10 mL) and ion-exchanged water (1 mL) was added 4-methylstyrene (0.079 mL, 0.60 mmol, 1.2 eq) at rt under N2. The mixture was placed at a distance of 2-3 cm from Blue LED lamp. The orange solution was stirred at rt under visible light irradiation. After 5 hours, water (10 mL) and dichloromethane (15 mL) was added. The reaction mixture was separated. The water phase was extracted with dichloromethane (5 mL, 2 times). The organic phase was corrected, washed with brine (50 mL), dried over sodium sulfate and filtered. The solvent was removed under reduced pressure and the residue was purified by column chromatography on silica gel (hexane:ethyl acetate = 11:1 - 71:29 - 1:4), giving N-(1-(4-methylphenyl)-3,3,3-trifluoropropyl)acetamide as a white solid (80 mg，y. 65%).
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Experimenter’s Comments
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Acetonitrile was degassed by nitrogen for 1 hour before use.
Irradiation of visible light was performed with Kessil A160WE Tuna Blue 40W×2.
The reaction mixture was monitored by 1H NMR.
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Analytical Data（N-(1-(4-Methylphenyl)-3,3,3-trifluoropropyl)acetamide）
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1H NMR (400 MHz, CDCl3); δ 7.20–7.10 (m, 4H), 6.27 (brs, 1H), 5.30 (q, 1H, J = 7.8 Hz), 2.80-2.50 (m, 2 H), 2.34 (s, 3 H), 1.99 (s, 3 H).
13C NMR (101 MHz, CDCl3); δ 169.2, 138.1, 136.8, 129.7, 126.3, 124.1 (q, J = 272 Hz), 48.1, 39.3 (q, J = 27.8 Hz), 23.4, 21.1.
19F NMR (376.5 MHz, CDCl3, rt): δ -63.61.
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Lead Reference
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- Intermolecular Aminotrifluoromethylation of Alkenes by Visible-Light-Driven Photoredox Catalysis
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Other References
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- Visible Light Photoredox Catalysis with Transition Metal Complexes: Applications in Organic Synthesis
PubMed Literature
Articles/Brochures
TCIMAIL
[Product Highlights] Visible-Light Photoredox Trifluoromethylation via Perfluoroarene Iodine(III) Reagent Decarboxylaytion[TCI Practical Example] Trifluoromethylation Catalyzed by Photoredox Catalyst
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