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CAS RN: 72914-19-3 | 產品號碼: D3134

4,4'-Di-tert-butyl-2,2'-bipyridyl


纯度/分析方法: >98.0%(GC)
別名
  • 4,4'-Di-tert-butyl-2,2'-bipyridine
  • dtbpy
文件:
1G
NT$3,080
35   ≥100 
5G
NT$11,080
≥40  8  

* 以上價格已含運費關稅等但一些需要海運以及乾冰運輸的產品除外,詳情請與 當地經銷商 洽詢。
* TCI會時常優化儲存條件,儲存溫度請以在線目錄為準,敬請留意。


產品號碼 D3134
純度/分析方法 >98.0%(GC)
分子式 / 分子量 C__1__8H__2__4N__2 = 268.40 
外觀與形狀(20°C) Solid
儲存條件 Room Temperature (Recommended in a cool and dark place, <15°C)
儲存在惰性氣體下 Store under inert gas
應避免的情況 Air Sensitive
包裝和容器 1G-Glass Bottle with Plastic Insert (閲覽圖片)
CAS RN 72914-19-3
Reaxys-RN 792133
PubChem Substance ID 172089138
MDL編號

MFCD01863731

產品規格
Appearance White to Almost white powder to crystal
Purity(GC) min. 98.0 %
Melting point 159.0 to 163.0 °C
性質
熔點 161 °C
GHS
圖形表示 Pictogram
信號詞 Warning
危險性說明 H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
防範說明 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.
相關法規
運輸資料
HS編碼* 2933.39-000
*此H.S.編碼用於日本出口報關, 不適用於您所在國家或地區的進口申報
Application
TCI Practical Example: Hartwig-Miyaura C-H Borylation Using an Iridium Catalyst

TCI Practical Example: Hartwig-Miyaura C-H Borylation Using an Iridium Catalyst

Used Chemicals

Procedure

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).

Experimenter’s Comments

The reaction mixture was monitored by NMR.
Cyclohexane was bubbled with nitrogen before use.

Analytical Data

Compound 1

1H NMR (270 MHz, CDCl3); δ 8.36 (s, 2H), 7.90 (s, 2H), 1.39 (s, 24H).

Lead Reference


Application
Fe or Ni-catalyzed Decarboxylative C-C Couplings of Active Esters

References


Application
ortho-Allylation of 1-Arylpyrazoles via Iron-Catalyzed C-H Bond Activation

D3134

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


考研文獻


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