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CAS RN: 13965-03-2 | Product Number: R0308
PdCl2(PPh3)2 (HPMC encapsulated)
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Product Documents:
| Size | Unit Price | Philadelphia, PA | Portland, OR | Japan* | Quantity |
Shipping Information
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| 10EACH |
$78.00
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Supplemental Product Information:
Contents (per one capsule)
- PdCl2(PPh3)2 ca. 0.090 mmol
Uses of Reagent
- Applicable to palladium-catalyzed reactions due to a palladium catalyst encapsulated in HPMC capsules
Soluble Solvents
- Water, DMSO, DMF, 1,4-Dioxane (50°C), THF/Water mixture, 1,2-Dimethoxyethane/Water mixture
Related Product
- B1667 Bis(triphenylphosphine)palladium(II) Dichloride
| Product Number | R0308 |
| Molecular Formula / Molecular Weight | C__3__6H__3__0Cl__2P__2Pd = 701.90 |
| Physical State (20 deg.C) | Solid |
Storage Temperature 
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Refrigerated (0-10°C) |
| Store Under Inert Gas | Store under inert gas |
| Condition to Avoid | Air Sensitive,Heat Sensitive |
| CAS RN | 13965-03-2 |
Specifications
| Appearance | White to Light yellow to Light orange capsule |
| Functionality test (conversion ratio) | min.90.0 % |
Properties (reference)
GHS
Related Laws:
Transport Information:
| HS Number | 3822.19.0080 |
Application
TCI Practical Example: The Suzuki-Miyaura Coupling Using Encapsulated Pd(PPh3)2Cl2
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Used Chemicals
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Procedure
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Pd(PPh3)2Cl2 (HPMC encapsulated) (one capsule) was added to a solution of 2-acetamido-5-bromo-4-methylpyridine (410 mg, 1.80 mmol), cesium carbonate (650 mg, 2.0 mmol, 1.1 eq.) and phenylboronic acid (330 mg, 2.7 mmol, 1.5 eq.) in DME/water (4:1, 5 mL) at r.t. and the reaction mixture was stirred at 100 °C for 2 hours. The solution was then diluted with ethyl acetate (10 mL) and sat. Na2SO4 aq. (10 mL) and the mixture was filtered through Celite pad and the filtrate was extracted with ethyl acetate (15 mL x 2). The organic layer was washed with water (15 mL) and brine (15 mL), dried over sodium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel chromatography (ethyl acetate:hexane = 2:1 - 1:4) and then further purified by reversed-phase silica gel chromatography (water:acetonitrile = 95:5 - 40:60) to afford 2-acetamido-4-methyl-5-phenylpyridine (379 mg, 93% yield) as a white solid.
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Experimenter’s Comments
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The reaction mixture was monitored by GC.
The silica gel column purification failed to separate the debromo compound. Therefore, the purification was also performed on an ODS column.
The material of the capsule is water-soluble HPMC (hydroxypropyl methylcellulose).
The shape of the capsule is like the image below and Pd(PPh3)2Cl2 (ca. 90 μmol) is encapsulated in each capsule.
The capsule disintegrates as shown in the image below when stirred in the solvent for about 15 minutes, releasing its content.
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Analytical Data
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2-Acetamido-4-methyl-5-phenylpyridine
1H NMR (400 MHz, CDCl3); δ 9.24-9.06 (brs, 1H), 8.16 (s, 1H), 8.10 (s, 1H), 7.46-7.36 (m, 3H), 7.30-7.29 (m, 2H), 2.32 (s, 3H), 2.21 (s, 3H).
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Lead Reference
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- Reagent and Catalyst Capsules: A Chemical Delivery System for Reaction Screening and Parallel Synthesis
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Other References
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- HPMC: A Biomass-Based Semisynthetic Sustainable Additive Enabling Clean and Fast Chemistry in Water
Product Articles
Product Documents (Note: Some products will not have analytical charts available.)
Safety Data Sheet (SDS)
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Specifications
C of A & Other Certificates
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Analytical Charts
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Other Documents
Related Products
Bis(triphenylphosphine)palladium(II) Dichloride
| Product # | B1667 |
| CAS RN | 13965-03-2 |
| Purity / Analysis Method: | >98.0%(T) |