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CAS RN: 131274-22-1 | Product Number: R0318
P(tBu)3·HBF4 (HPMC encapsulated)
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| Product Number | R0318 |
| Molecular Formula / Molecular Weight | C__1__2H__2__8BF__4P = 290.13 |
| 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 | 131274-22-1 |
Specifications
| Appearance | White to Almost white capsule |
| Functionality test (conversion ratio) | min.90.0 % |
Properties (reference)
GHS
| Pictogram |
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| Signal Word | Danger |
| Hazard Statements | H302 : Harmful if swallowed. H314 : Causes severe skin burns and eye damage. |
| Precautionary Statements | P501 : Dispose of contents/ container to an approved waste disposal plant. P260 : Do not breathe dust. P270 : Do not eat, drink or smoke when using this product. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection. P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water. P301 + P330 + P331 : IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P363 : Wash contaminated clothing before reuse. P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth. P304 + P340 + P310 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Immediately call a POISON CENTER/doctor. P305 + P351 + P338 + P310 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor. P405 : Store locked up. |
Related Laws:
Transport Information:
| UN Number | UN1759 |
| Class | 8 |
| Packing Group | III |
| H.S.code* | 3822.19-000 |
Application
TCI Practical Example: Suzuki-Miyaura Coupling Using the Encapsulated Pd2(dba)3 and tBu3P·HBF4
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Used Chemicals
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Procedure
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Pd2(dba)3 (HPMC encapsulated) (one capsule) and tBu3P·HBF4 (HPMC encapsulated) (one capsule) were added to a solution of 2-acetamido-5-bromo-4-methylpyridine (618 mg, 2.70 mmol), cesium carbonate (968 mg, 2.97 mmol, 1.1 eq.) and phenylboronic acid (494 mg, 4.05 mmol, 1.5 eq.) in THF/ water (10:1, 13 mL) at room temperature and the reaction mixture was stirred at 100 °C for 2 hours. The solution was then diluted with ethyl acetate (12.5 mL) and sat. sodium sulfate (12.5 mL), and filtered through Celite pad. The filtrate was separated and the organic layer was washed with water (30 mL) and brine (30 mL), dried over sodium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel chromatography (ethyl acetate:hexane = 1:2 - 1:1) to afford 2-acetamido-4-methyl-5-phenylpyridine (710 mg, 98% yield) as a white solid.
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Experimenter’s Comments
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The reaction mixture was monitored by GC.
The material of the capsule is water-soluble HPMC (hydroxypropyl methylcellulose).
The shape of the capsule is like the image below and Pd2(dba)3 (ca. 60 μmol) and tBu3P·HBF4 (ca. 270 μmol) are encapsulated in each capsule, respectively.
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 Documents (Note: Some products will not have analytical charts available.)
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Specifications
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