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Published TCIMAIL newest issue No.197
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CAS RN: 1092775-62-6 | Product Number: B6161
(2,2'-Bipyridine)bis[3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN][phenyl-κC]iridium(III) Hexafluorophosphate
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![(2,2'-Bipyridine)bis[3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN][phenyl-κC]iridium(III) Hexafluorophosphate](/_ui/responsive/theme-tci/images/missing_product_zoom.jpg "(2,2'-Bipyridine)bis[3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN][phenyl-κC]iridium(III) Hexafluorophosphate")
Purity: >90.0%(HPLC)
Synonyms:
- Ir[dF(CF3)ppy]2(bpy)PF6
- (2,2'-Bipyridine)bis[3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl]phenyl]iridium(III) Hexafluorophosphate
Product Documents:
| Size | Unit Price | Belgium | Japan* | Quantity |
|---|---|---|---|---|
| 200MG |
143,00 €
|
4 | ≥100 |
|
| 1G |
489,00 €
|
2 | ≥80 |
|
*Stock available in Belgium will be delivered in 1 to 3 days
*Stock available in Japan will be delivered in 1 to 2 weeks (excludes regulated items and dry ice shipments).
| Product Number | B6161 |
| Purity / Analysis Method | >90.0%(HPLC) |
| Molecular Formula / Molecular Weight | C__3__4H__1__8F__1__6IrN__4P = 1,009.71 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature | Room Temperature (Recommended in a cool and dark place, <15°C) |
| Store Under Inert Gas | Store under inert gas |
| Condition to Avoid | Air Sensitive |
| Packaging and Container | 1G-Glass Bottle with Plastic Insert (View image), 200MG-Glass Bottle with Plastic Insert (View image) |
| CAS RN | 1092775-62-6 |
| PubChem Substance ID | 468590950 |
| MDL Number | MFCD28987331 |
Specifications
| Purity(HPLC) | min. 90.0 area% |
Properties (reference)
GHS
| Pictogram |
|
| 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. 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:
| HS Number | 2843909000 |
Application
TCI Practical Example: Reductive Amination of Aldehyde with the Photoredox Catalyst
Used Chemicals
- Methyl Terephthalaldehydate [T0012]
- Ir[dF(CF3)ppy]2(bpy)PF6 [B6161]
- Piperidine
- Boric Anhydride
- Acetonitrile
Procedure
To a solution of methyl terephthalaldehydate (2.00 g, 12.2 mmol, 1.0 eq), Ir[dF(CF3)ppy]2(bpy)PF6 (240 mg, 0.240 mmol, 2.0 mol%), B2O3 (0.849 g, 12.2 mmol, 1.0 eq) in acetonitrile (60 mL) was added piperidine (3.60 mL, 36.6 mmol, 3.0 eq) at rt under N2. The mixture was placed at a distance of 2-3 cm from Blue LED lamp. The solution was stirred at rt under visible light irradiation. After 17.5 hours of irradiation, the reaction mixture was filtered through a plug of celite. The resulting solution was concentrated under reduced pressure. 2 mol/L HCl (30 mL) and ethyl acetate (30 mL) were added to the residue and the resultant mixture were separated. 2 mol/L NaOH (30 mL) was added to the water layer and extracted with ethyl acetate (30 mL). The combined organic layer was washed with brine, dried over Na2SO4 and concentrated under reduced pressure to give a crude product (1.17 g, brown oil). The crude was purified by column chromatography (hexane:ethyl acetate = 99:1 - 79:21 on silica gel) giving compound 1 as a yellow oil (678 mg, y. 48%).
Experimenter’s Comments
Acetonitrile was degassed with nitrogen for 1 hour before use.
Irradiated using 40 W blue LED lamps (3 cm away, with cooling fan to keep the reaction at room temperature).
The reaction mixture was monitored by 1H NMR.
Analytical Data（Compound 1）
1H NMR (400 MHz, CDCl3); δ 7.92 (d, J = 8.2 Hz, 2H), 7.34 (d, J = 8.2 Hz, 2H), 3.84 (s, 3H), 3.44 (s, 2H), 2.30 (brs, 4H), 1.54-1.48 (m, 4H), 1.40-1.37 (m, 2H).
13C NMR (101 MHz, CDCl3); δ 166.8, 144.1, 129.3, 128.7, 128.5, 63.2, 54.3, 51.7, 25.7, 24.1.
Lead Reference
- Photoredox-catalyzed Direct Reductive Amination of Aldehydes without an External Hydrogen/Hydride Source
Other References
- Reductive Amination by Photoredox Catalysis and Polarity-Matched Hydrogen Atom Transfer
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