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CAS RN: 95464-05-4 | Product Number: B2064
[1,1'-Bis(diphenylphosphino)ferrocene]palladium(II) Dichloride Dichloromethane Adduct
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Purity: >98.0%(T)
Synonyms:
- [1,1'-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) Dichloromethane Adduct
- Dichloro[1,1'-bis(diphenylphosphino)ferrocene]palladium(II) Dichloromethane Adduct
Product Documents:
| Size | Unit Price | Philadelphia, PA | Portland, OR | Japan* | Quantity |
|---|---|---|---|---|---|
| 1G |
$58.00
|
4 | 1 | ≥100 |
|
| 5G |
$174.00
|
2 | 1 | ≥100 |
|
| 25G |
$834.00
|
10 | 3 | ≥100 |
|
* Items in stock locally ship in 1-2 business days. Items from Japan stock are able to ship from a US warehouse within 2 weeks. Please contact TCI for lead times on items not in stock. Excludes regulated items and items that ship on ice.
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| Product Number | B2064 |
| Purity / Analysis Method | >98.0%(T) |
| Molecular Formula / Molecular Weight | C__3__4H__2__8Cl__2FeP__2Pd·CH__2Cl__2 = 816.64 |
| 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 | 95464-05-4 |
| Reaxys Registry Number | 13180458 |
| PubChem Substance ID | 87564938 |
| MDL Number | MFCD00792899 |
Specifications
| Appearance | Light yellow to Amber to Dark green powder to crystal |
| Purity(Argentometric Titration) | min. 98.0 % |
Properties (reference)
| Melting Point | 280 °C |
GHS
| Pictogram |
|
| Signal Word | Warning |
| Hazard Statements | H302 + H312 + H332 : Harmful if swallowed, in contact with skin or if inhaled. H315 : Causes skin irritation. H319 : Causes serious eye irritation. |
| Precautionary Statements | P501 : Dispose of contents/ container to an approved waste disposal plant. P261 : Avoid breathing dust/ fume/ gas/ mist/ vapors/ spray. P270 : Do not eat, drink or smoke when using this product. P271 : Use only outdoors or in a well-ventilated area. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection. 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. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. P362 : Take off contaminated clothing and wash before reuse. P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth. P302 + P352 + P312 : IF ON SKIN: Wash with plenty of water.Call a POISON CENTER/doctor if you feel unwell. P304 + P340 + P312 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Call a POISON CENTER/doctor if you feel unwell. |
Related Laws:
Transport Information:
| HS Number | 2931.90.6000 |
Application
TCI Practical Example: Suzuki-Miyaura Cross Coupling Using the Palladium-phosphinoferrocene Complex
Used Chemicals
Procedure
To a solution of 2-bromo-3-methylpyridine (103 mg, 60 mmol) in degassed toluene (0.6 mL, 0.1 mol/L) and H2O (0.2 mL) was added 3-(tert-butoxycarbonyl)phenylboronic acid (150 mg, 0.66 mmol, 1.1 equiv), K2CO3 (398 mg, 2.9 mmol, 4.8 equiv), [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) dichloride dichloromethane adduct (24.5 mg, 3.0 μmol, 5.0 mol%) and the mixture was stirred at reflux for 4 h. The reaction mixture was diluted with H2O (10 mL) and extracted with EtOAc (20 mL x 3). The solvent was removed under reduced pressure and the residue was purified by silica gel column chromatography (hexane : EtOAc = 1 : 0 to 4 : 1) to give 1 as a pale yellow oil (155 mg, 94%).
Experimenter’s Comments
The reaction mixture was monitored by TLC (hexane : EtOAc = 2 : 1, Rf = 0.62).
Analytical Data（Compound 1）
1H NMR (400 MHz, CDCl3); δ 8.54 (brd, J = 5.0 Hz, 1H), 8.14 (q, J = 1.5 Hz, 1H), 8.03 (dt, J = 7.8, 1.4 Hz, 1H), 7.69 (dq, J = 7.6, 1.5 Hz, 1H), 7.60 (m, 1H), 7.51 (dt, J = 7.7, 1.1 Hz, 1H), 7.21 (dd, J = 7.8, 4.6 Hz, 1H), 2.36 (s, 3H), 1.58 (s, 9H).
Lead Reference
- Evaluation of 1,2,3-Triazoles as Amide Bioisosteres In Cystic Fibrosis Transmembrane Conductance Regulator Modulators VX-770 and VX-809
Application
Borylation of Triflate with Pinacolborane
Typical procedure: To a degassed solution of L-tyrosine triflate derivative (500 mg, 1.17 mmol) and NMM (0.129 mL, 1.17 mmol) in dioxane (5 mL) is added PdCl2(dppf).CH2Cl2 (4.8 mg, 0.0059 mmol) and pinacolborane (0.255 mL, 1.76 mmol) at room temperature. The reaction mixture is then stirred for 24 h at 80 ℃. After cooling to room temperature, the mixture is concentrated and directly purified by silica gel column chromatography (heptane : ethyl acetate = 3 : 1) to give the borylation product as a colorless viscous oil (445 mg, 94% yield).
References
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Articles/Brochures
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Safety Data Sheet (SDS)
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