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Published TCIMAIL newest issue No.198
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CAS RN: 14221-01-3 | Product Number: R0304
Pd(PPh3)4 (HPMC encapsulated)
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Purity:
Synonyms:
Product Documents:
| Size | Unit Price | Belgium | Japan* | Quantity |
|---|---|---|---|---|
| 10EACH |
€75.00
|
Contact Us | 18 |
|
*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).
Supplemental Product Information:
Contents (per one capsule)
- Pd(PPh3)4 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
- T1350 Tetrakis(triphenylphosphine)palladium(0)
| Product Number | R0304 |
| Molecular Formula / Molecular Weight | C__7__2H__6__0P__4Pd = 1,155.59 |
| Physical State (20 deg.C) | Solid |
Storage Temperature 
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Frozen (<0°C) |
| Store Under Inert Gas | Store under inert gas |
| Condition to Avoid | Air Sensitive,Heat Sensitive |
| CAS RN | 14221-01-3 |
Specifications
| Appearance | White to Almost white capsule |
| Functionality test (conversion ratio) | min.90.0 % |
Properties (reference)
GHS
| Pictogram |
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| Signal Word | Warning |
| Hazard Statements | H302 : Harmful if swallowed. H413 : May cause long lasting harmful effects to aquatic life. |
| Precautionary Statements | P501 : Dispose of contents/ container to an approved waste disposal plant. P273 : Avoid release to the environment. P270 : Do not eat, drink or smoke when using this product. P264 : Wash skin thoroughly after handling. P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth. |
Related Laws:
Transport Information:
| HS Number | 3822190090 |
Application
TCI Practical Example: Suzuki-Miyaura Coupling Using the Encapsulated Pd(PPh3)4
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Used Chemicals
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Procedure
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Pd(PPh3)4 (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 THF/water (4:1, 4 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 = 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 (281 mg, 96% yield) as a white solid.
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Experimenter’s Comments
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The reaction mixture was monitored by GC.
s e
Since the silica gel column purification was not able to separate the debromo compound, 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 below image and Pd(PPh3)4 (ca. 60 μmol) incapsulated in each capsule.
It is confirmed that Pd(PPh3)4 in a capsule is stable for several hours in air at room temperature.
The capsule disintegrates as shown in the image below when stirred in the solvent for about 15 minutes, releasing its content.
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 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
Tetrakis(triphenylphosphine)palladium(0)
| Product # | T1350 |
| CAS RN | 14221-01-3 |
| Purity / Analysis Method: | >97.0%(T) |