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CAS RN: 887919-35-9 | Product Number: R0306
PdCl2(amphos)2 (HPMC encapsulated)
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Supplemental Product Information:
Contents (per one capsule)
- PdCl2(amphos)2 ca. 0.060 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
- B6255 Bis[di-tert-butyl(4-dimethylaminophenyl)phosphine]dichloropalladium(II)
| Product Number | R0306 |
| Molecular Formula / Molecular Weight | C__3__2H__5__6Cl__2N__2P__2Pd = 708.08 |
| Physical State (20 deg.C) | Solid |
Storage Temperature 
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Room Temperature (Recommended in a cool and dark place, <15°C) |
| Store Under Inert Gas | Store under inert gas |
| Condition to Avoid | Hygroscopic |
| CAS RN | 887919-35-9 |
Specifications
| Appearance | White to Light yellow capsule |
| Functionality test (conversion ratio) | min.90.0 % |
Properties (reference)
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* | 3822.19-000 |
Application
TCI Practical Example: The Suzuki-Miyaura Coupling Using Encapsulated Pd(amphos)2Cl2
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Used Chemicals
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Procedure
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Pd(amphos)2Cl2 (HPMC encapsulated) (one capsule) was added to a solution of 2-acetamido-5-bromo-4-methylpyridine (275 mg, 1.20 mmol), cesium carbonate (430 mg, 1.32 mmol, 1.1 eq.) and phenylboronic acid (220 mg, 1.8 mmol, 1.5 eq.) in DME/water (4:1, 5 mL) at room temperature 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 filtered through Celite pad and the filtrate was extracted with ethyl acetate (10 mL x 2). The organic layer was washed with water (10 mL) and brine (10 mL), dried over sodium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel chromatography (ethyl acetate:hexane = 1:2 - 4:1) and then further purified by reversed-phase silica gel chromatography (water:acetonitrile = 95:5 - 40:60) to afford 2-acetamido-4-methyl-5-phenylpyridine (244 mg, 90% 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(amphos)2Cl2 (ca. 60 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.
Analytical Data
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 Documents (Note: Some products will not have analytical charts available.)
Safety Data Sheet (SDS)
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Specifications
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Other Documents
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| Product # | B6255 |
| CAS RN | 887919-35-9 |
| Purity / Analysis Method: | >98.0%(T) |