Maximum quantity allowed is 999
CAS RN: 564483-18-7 | 产品编码: D5038
2-Dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl

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补充产品信息:
This product is intended for research and development purposes only. It may not be used for (i) any human or veterinary use, including without limitation therapeutic and prophylactic use, (ii) any clinical use, including without limitation diagnostic use. Any use of this product for any of the above mentioned purposes requires a license from the Massachusetts Institute of Technology.
List of Patent Applications and Patents (PDF)
产品编码 | D5038 |
纯度/分析方法 | >98.0%(GC) |
分子式/分子量 | C__3__3H__4__9P = 476.73 |
外观与形状(20°C) | 固体 |
储存温度 | 室温 (15°C以下阴凉干燥处) |
包装和容器 | 1G-带有塑料内管的玻璃瓶 (查看图片) |
CAS RN | 564483-18-7 |
Reaxys-RN | 9448497 |
PubChem物质ID | 354334782 |
MDL编号 | MFCD04117682 |
Appearance | White to Almost white powder to crystal |
Purity(GC) | min. 98.0 % |
Melting point | 186.0 to 190.0 °C |
熔点 | 186 °C |
溶解性(可溶于) | 氯仿 |
象形图 |
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信号词 | 警告 |
危险性说明 | H315 : 造成皮肤刺激。 H319 : 造成严重眼刺激。 |
防范说明 | P264 : 作业后彻底清洗皮肤。 P280 : 戴防护手套/戴防护眼罩/戴防护面具。 P302 + P352 : 如皮肤沾染:用水充分清洗。 P337 + P313 : 如仍觉眼刺激:求医/就诊。 P305 + P351 + P338 : 如进入眼睛:用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出,取出隐形眼镜。继续冲洗。 P362+P364 : 脱掉沾污的衣服,清洗后方可重新使用。 P332 + P313 : 如发生皮肤刺激:求医/就诊。 |
新化学物质备案回执号 | B1A232215479 |
监管条件代码(*) |
Used Chemicals
Procedure
1,4-Dichlorobenzene (500 mg, 3.40 mmol) and piperidine (869 mg, 10.2 mmol) were dissolved in degassed toluene (15.0 mL). To this solution was added sodium tert-butoxide (817 mg, 8.50 mmol), XPhos (65 mg, 0.136 mmol, 4 mol%) and Pd2(dba)3 (47 mg, 0.051 mmol, 1.5 mol%). The reaction was refluxed for 16 h and quenched with H2O (15 mL) after cooling to room temperature. The organic phase was separated and washed with H2O (10 mL) and brine (10 mL), dried over Na2SO4 (30 g), concentrated under reduced pressure to afford the crude product as brown solid, which was purified by column chromatography on silica gel (CH2Cl2 100% → CH2Cl2: EtOAc = 30: 70) to afford the product 1 as a pale yellow solid. The obtained solid was dissolved in hexane and decolorized by activated carbon. After removal of activated carbon by filtration, the filtrate was concentrated to afford the product 1 as a white powder (782 mg, 2.66 mmol, 78%).
Experimenter's Comments
Toluene was degassed by refluxing under nitrogen atmosphere.
Completion of the reaction was confirmed by HPLC.
Obtained product was colorized gradually by the exposure of air and light.
Analytical Data(Compound 1)
1H NMR (400 MHz, CDCl3); δ 6.92 (s, 4H), 2.92 (t, J = 5.9, 8H), 1.54 (m, 8H), 1.32 (m, 4H).
Other References
- A Simple Catalytic Method for the Conversion of Aryl Bromides to Arylamines
- Palladium-catalyzed synthesis of arylamines from aryl halides. Mechanistic studies lead to coupling in the absence of tin reagents
Used Chemicals
Procedure
To a solution of palladium(II) acetate (44.9 mg, 0.200 mmol, 4 mol%), XPhos (143 mg, 0.300 mmol, 6 mol%), cesium fluoride (2.28 g, 15.0 mmol) and 2-chlorophenothiazine (1.17 g, 5.00 mmol) in toluene (15.0 mL) was added tributyl(2-thienyl)tin (2.24 g, 1.90 mL, 6.00 mmol) and the reaction solution was stirred at 80 ºC for 24 h. After reaction mixture was cooled to room temperature, dichloromethane (15 mL) and H2O (15 mL) were added. Separated water phase was extracted with dichloromethane (15 mL) for 3 times. Combined organic layer was dried over MgSO4 (10 g) and concentrated under reduced pressure to afford the crude product as a brown solid. Crude was purified by column chromatography on silica-gel (hexane: EtOAc = 50 : 1 ~ 5 : 1 → dichloromethane) to afford 2-(thiophen-2-yl)-10H-phenothiazine as a yellow solid (990 mg, 3.51 mmol, 70%).
Experimenter's Comments
Completion of the reaction was confirmed by TLC (Hexane:EtOAc = 10:1, Rf: S.M.=0.28 T.M.=0.18) and GC.
Analytical Data(2-(Thiophen-2-yl)-10H-phenothiazine)
1H NMR (400 MHz, CDCl3); δ 7.92 (brs, 1H), 7.42 (dd, J = 0.9, 5.0 Hz, 1H), 7.35 (dd, J = 0.9, 3.6 Hz, 1H), 7.08-7.13 (m, 2H), 6.94-7.03 (m, 4H), 6.73-6.82 (m, 2H).
Lead Reference
- Rapid Access to New Angular Phenothiazine and Phenoxazine Dyes