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Published TCIMAIL newest issue No.198
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CAS RN: 72914-19-3 | Product Number: R0320
4,4'-Di-tert-butyl-2,2'-bipyridyl (HPMC encapsulated)
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Purity:
Synonyms:
Product Documents:
| Size | Unit Price | Belgium | Japan* | Quantity |
|---|---|---|---|---|
| 10EACH |
€65.00
|
Contact Us | 19 |
|
*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)
- dtbpy ca. 0.200 mmol
Uses of Reagent
- Applicable to catalytic reactions due to a ligand encapsulated in HPMC capsules
Soluble Solvents
- Water, DMSO, DMF, 1,4-Dioxane (50°C), THF/Water mixture, 1,2-Dimethoxyethane/Water mixture
Related Product
- D3134 4,4'-Di-tert-butyl-2,2'-bipyridyl
| Product Number | R0320 |
| Molecular Formula / Molecular Weight | C__1__8H__2__4N__2 = 268.40 |
| 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 | 72914-19-3 |
| Reaxys Registry Number | 792133 |
Specifications
| Appearance | White to Almost white capsule |
| Functionality test (conversion ratio) | min.90.0 % |
Properties (reference)
GHS
| Pictogram |
|
| 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. 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:
| HS Number | 3822190090 |
Application
TCI Practical Example: Goldberg Amination Using Encapsulated dtbpy and Copper(I) Iodide
Used Chemicals
Procedure
Copper(I) iodide (HPMC encapsulated) (one capsule) and dtbpy (HPMC encapsulated) (one capsule) were added to a solution of indole (93.7 mg, 800 µmol), 2-bromopyridine (190 mg, 1.20 mmol, 1.5 eq.) and cesium carbonate (521 mg, 1.60 mmol, 2.0 eq.) in DMSO (2.5 mL) at room temperature and the reaction mixture was stirred at 120 °C for 2 hours. After cooling to room temperature the solution was diluted with ethyl acetate (10 mL) and sat. Na2SO4 aq. (10 mL), and filtered through Celite pad and washed by ethyl acetate (50mL). Water (10 mL) was added to the filtrate and extracted with ethyl acetate (10 mL x 2). The organic layer was dried over sodium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (ethyl acetate:hexane = 1:10 - 1:5) to afford N-(2-pyridyl)indole (120 mg, 70% yield) as a pale-yellow oil.
Experimenter’s Comments
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 copper(I) iodide (ca. 800 μmol) and dtbpy (ca. 200 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.
Analytical Data
N-(2-Pyridyl)-indole
1H NMR (400 MHz, CDCl3); δ 8.21 (d, J = 8.0 Hz, 1H), 7.85-7.81 (m, 1H), 7.37 (d, J = 4.0 Hz, 1H), 7.67 (d, J = 8.0 Hz, 1H), 7.51 (d, J = 8.0 Hz, 1H), 7.30(t, J = 8.0 Hz, 1H), 7.23-7.16 (m, 2H).
Lead Reference
- Reagent and Catalyst Capsules: A Chemical Delivery System for Reaction Screening and Parallel Synthesis
Other References
- 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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