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Published TCIMAIL newest issue No.199
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CAS RN: 553-26-4 | Product Number: B0469
4,4'-Bipyridyl
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Purity: >98.0%(GC)(T)
Synonyms:
- 4,4'-Bipyridine
- 4,4'-Dipyridyl
Product Documents:
| Size | Unit Price | Belgium | Japan* |
Shipping Information
|
|---|---|---|---|---|
| 25G |
€50.00
|
5 | ≥100 | |
| 100G |
€138.00
|
1 | 36 |
* Stock available in Belgium: Shipment on the same day
* Stock available in Japan: Please check the Shipping Simulation for estimated shipments. (excludes regulated items and dry ice shipments)
| Product Number | B0469 |
Purity / Analysis Method 
|
>98.0%(GC)(T) |
| Molecular Formula / Molecular Weight | C__1__0H__8N__2 = 156.19 |
| 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 | 553-26-4 |
| Reaxys Registry Number | 113176 |
| PubChem Substance ID | 87563503 |
| SDBS (AIST Spectral DB) | 1702 |
| Merck Index (14) | 3348 |
| MDL Number | MFCD00006416 |
Specifications
| Appearance | White to Orange to Green powder to crystal |
| Purity(GC) | min. 98.0 % |
| Purity(Nonaqueous Titration) | min. 98.0 % |
| Solubility in Methanol | almost transparency |
| Melting point | 111.0 to 114.0 °C |
Properties (reference)
| Melting Point | 112 °C |
| Boiling Point | 161 °C/20 mmHg |
| Maximum Absorption Wavelength | 300 nm (CH__3CN) |
| Solubility (soluble in) | Methanol |
GHS
| Pictogram |
|
| Signal Word | Danger |
| Hazard Statements | H301 + H311 : Toxic if swallowed or in contact with skin. H371 : May cause damage to organs. H373 : May cause damage to organs through prolonged or repeated exposure. |
| Precautionary Statements | P260 : Do not breathe dust. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ protective clothing. P308 + P311 : IF exposed or concerned: Call a POISON CENTER/doctor. P301 + P310 + P330 : IF SWALLOWED: Immediately call a POISON CENTER/doctor. Rinse mouth. P302 + P352 + P312 : IF ON SKIN: Wash with plenty of water. Call a POISON CENTER/doctor if you feel unwell. |
Related Laws:
| EC Number | 209-036-3 |
| RTECS# | DW1760000 |
Transport Information:
| UN Number | UN2811 |
| Class | 6.1 |
| Packing Group | III |
| HS Number | 2933399999 |
Application
TCI Practical Example: Chemoselective Reduction of Nitro Group Using Diboronic Acid
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Used Chemicals
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Procedure
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To a solution of trans-4-nitrostilbene (1.13 g, 5.00 mmol), diboronic acid (1.34 g, 15.0 mmol, 3.0 eq.) in DMF (30 mL) was added 4,4’-bipyridyl (3.9 mg, 0.025 mmol, 0.50 mol%) at r.t. and the mixture was stirred at the same temperature for 1 hour. The reaction mixture was diluted by 1 mol/L NaHCO3 aq. (100 mL) and the resulting solid was filtered off. The solid was purified by column chromatography (dichloromethane：hexane = 0:1 - 4:1 on silica gel) to give trans-4-aminostilbene as a yellow solid (891 mg, y. 91%).
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Experimenter’s Comments
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The reaction mixture was monitored by UPLC.
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Analytical Data
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trans-4-Aminostilbene
1H NMR (270 MHz, CDCl3); δ 7.47 (d, 2H, J = 7.0 Hz), 7.38-7.30 (m, 4H), 7.21 (t, 1H, J = 7.0 Hz), 7.03 (d, 1H, J = 15 Hz), 6.91 (d, 1H, J = 15 Hz), 6.63 (d, 2H, J = 8.6 Hz), 3.75 (brs, 2H).
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Lead Reference
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- Metal-Free, Rapid, and Highly Chemoselective Reduction of Aromatic Nitro Compounds at Room Temperature
PubMed Literature
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