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CAS RN: 72914-19-3 | 产品编码: D3134
4,4'-Di-tert-butyl-2,2'-bipyridyl
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| 产品编码 | D3134 |
| 纯度/分析方法 | >98.0%(GC) |
| 分子式/分子量 | C__1__8H__2__4N__2 = 268.40 |
| 外观与形状（20°C） | 固体 |
| 储存温度 | 室温 (15°C以下阴凉干燥处) |
| 储存在惰性气体下 | 存放于惰性气体之中 |
| 应避免的情况 | 空气 |
| 包装和容器 | 1G-Glass Bottle with Plastic Insert （查看图片） |
| CAS RN | 72914-19-3 |
| Reaxys-RN | 792133 |
| PubChem物质ID | 172089138 |
| MDL编号 | MFCD01863731 |
技术规格
| Appearance | White to Almost white powder to crystal |
| Purity(GC) | min. 98.0 % |
| Melting point | 159.0 to 163.0 °C |
物性（参考值）
| 熔点 | 161 °C |
GHS
| 象形图 |
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| 信号词 | Warning |
| 危险性说明 | H315 : Causes skin irritation. H319 : Causes serious eye irritation. |
| 防范说明 | 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. 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. |
相关法规
运输信息
| HS编码* | 2933.39-000 |
应用
TCI Practical Example: Hartwig-Miyaura C-H Borylation Using an Iridium Catalyst
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Used Chemicals
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Procedure
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A solution of dtbpy (27 mg, 0.05 mmol), bis(pinacolato)diboron (1.0 g, 4.0 mmol) and [Ir(cod)OMe]2 (33 mg, 0.025 mmol) in cyclohexane (40 mL) was stirred under nitrogen at room temperature for 10 min. Benzo[1,2-b:4,5-b']dithiophene (1.0 g, 4.0 mmol) was added the mixture and stirred 80 ˚C for 18 hours. The reaction mixture was quenched with water and separated both layers, extracted with dichloromethane. The organic phase was dried over anhydrous sodium sulfate and filtered. The solvent was removed under reduced pressure and the crude was washed with methanol (20 mL) to give 1 as a white solid (0.771 g, 87% yield).
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Experimenter’s Comments
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The reaction mixture was monitored by NMR.
Cyclohexane was bubbled with nitrogen before use.
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Analytical Data
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Compound 1
1H NMR (270 MHz, CDCl3); δ 8.36 (s, 2H), 7.90 (s, 2H), 1.39 (s, 24H).
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Lead Reference
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- Synthesis and Transistor Application of Bis[1]benzothieno[6,7‑d:6′,7′‑d′]benzo[1,2‑b:4,5‑b′]dithiophenes
应用
Fe or Ni-catalyzed Decarboxylative C-C Couplings of Active Esters
References
- 1)Redox-active Esters in Fe-catalyzed C?C Coupling
- 2)Practical Ni-catalyzed Aryl?alkyl Cross-coupling of Secondary Redox-active Esters
- 3)A General Alkyl-alkyl Cross-coupling Enabled by Redox-active Esters and Alkylzinc Reagents
应用
ortho-Allylation of 1-Arylpyrazoles via Iron-Catalyzed C-H Bond Activation
Typical Procedure (X = H): 1-Phenylpyrazole (116 mg, 0.8 mmol) and ZnCl2-TMEDA (606 mg, 2.4 mmol) are placed in a dried Schlenk flask under argon. A solution of PhMgBr in THF (1.09 M, 4.40 mL, 4.8 mmol) is added dropwise to this mixture at 0 °C. After stirring for 3 min, allyl phenyl ether (220 µL, 1.6 mmol) and a solution of Fe(acac)3 / 4,4’-di-tert-butyl-2,2’-bipyridyl in THF (1.0 mL, 0.08 M, 80 µmol) are sequentially added. The reaction mixture is stirred at 0 °C for 48 h, and then it is diluted with Et2O, followed by the addition of a saturated aqueous solution of Rochelle salt tetrahydrate (L-(+)-tartaric acid potassium sodium salt tetrahydrate). After extraction with ethyl acetate, the combined organic layers are filtered through a pad of Florisil, and concentrated under reduced pressure. The crude product is purified by column chromatography on silica gel (eluent: hexane/AcOEt/NEt3 = 99/0.5/0.5), followed by gel-permeation chromatography (eluent: toluene) to afford 1-(2-allylphenyl)-1H-pyrazole as a colorless oil (118 mg, 80% yield).
References
参考文献
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