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CAS RN: 95464-05-4 | Product Number: R0307
PdCl2(dppf)·CH2Cl2 (HPMC encapsulated)
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Supplemental Product Information:
Contents (per one capsule)
- PdCl2(dppf)·CH2Cl2 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
- B2064 [1,1'-Bis(diphenylphosphino)ferrocene]palladium(II) Dichloride Dichloromethane Adduct
| Product Number | R0307 |
| 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) |
| Store Under Inert Gas | Store under inert gas |
| Condition to Avoid | Hygroscopic |
| CAS RN | 95464-05-4 |
Specifications
| Appearance | White to Light red capsule |
| Functionality test (conversion ratio) | min.90.0 % |
Properties (reference)
GHS
| Pictogram |
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| 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. 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. P362 + P364 : Take off contaminated clothing and wash it before reuse. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. 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:
| H.S.code* | 3822.19-000 |
Application
TCI Practical Example: The Suzuki-Miyaura Coupling Using Encapsulated PdCl2(dppf)·CH2Cl2
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Used Chemicals
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Procedure
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PdCl2(dppf)·CH2Cl2 (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 (395 mg, 97% 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 PdCl2(dppf)·CH2Cl2 (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
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Related Products
![[1,1'-Bis(diphenylphosphino)ferrocene]palladium(II) Dichloride Dichloromethane Adduct](/medias/B2064.jpg?context=bWFzdGVyfHJvb3R8MzY5MDd8aW1hZ2UvanBlZ3xhRGsyTDJneVlpODRPVEk0TnpZM056QTFNVEU0TDBJeU1EWTBMbXB3Wnd8OTlkNzE4OTMyMzEwOWIwZWE3MmU4ZjI3N2JkMTNjMjYyMzljNTMxYzk1OGZhOWZlMmUzYmFhMjZhNTljZjI4YQ "[1,1'-Bis(diphenylphosphino)ferrocene]palladium(II) Dichloride Dichloromethane Adduct")
[1,1'-Bis(diphenylphosphino)ferrocene]palladium(II) Dichloride Dichloromethane Adduct
| Product # | B2064 |
| CAS RN | 95464-05-4 |
| Purity / Analysis Method: | >98.0%(T) |