Maximum quantity allowed is 999
请选择数量
CAS RN: 1079-66-9 | 产品编码: C0597
Chlorodiphenylphosphine
×
![]()
×
技术规格
| Appearance | Colorless to Light yellow to Light orange clear liquid |
| Purity(Argentometric Titration) | min. 97.0 % |
物性（参考值）
| 沸点 | 215 °C/57 mmHg |
| 闪点 | 138 °C |
| 比重 | 1.20 |
| 折射率 | 1.64 |
| 水溶性 | 与水接触发生分解, 不溶 |
GHS
| 象形图 |
|
| 信号词 | Danger |
| 危险性说明 | H314 : Causes severe skin burns and eye damage. |
| 防范说明 | P501 : Dispose of contents/ container to an approved waste disposal plant. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection. P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower. P301 + P330 + P331 : IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P363 : Wash contaminated clothing before reuse. P304 + P340 + P310 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Immediately call a POISON CENTER/doctor. P305 + P351 + P338 + P310 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor. P405 : Store locked up. |
相关法规
运输信息
| UN编号 | UN3265 |
| 类别 | 8 |
| 包装类别 | II |
| HS编码* | 2931.59-000 |
应用
A Novel Synthesis of Phenyleneethynylenes by Using Ph2P(O)-protected Ethynes
Typical Procedure1a):
A toluene (10 mL) solution of 4-ethynylanisole (132 mg, 1.0 mmol), CuI (19 mg, 0.1 mmol), Ph2PCl (265 mg, 1.2 mmol) and Et3N (202 mg, 2.0 mmol) is stirred at 80 °C for 8 h. After workup with CH2Cl2 and NH4Cl(aq), the combined organic layer is washed with brine, and dried over MgSO4. After evaporation, the residue is purified by column chromatography on silica gel (eluent: hexane/CH2Cl2 = 6/1-4/1) to give ((4-methoxyphenyl)ethynyl)diphenylphosphine as pale yellow sticky gel (193 mg, 61%).
To a THF (10 mL) solution of ((4-methoxyphenyl)ethynyl)diphenylphosphine (316 mg, 1.0 mmol) is added H2O2(aq) (30%, 2.5 mL, 20 mmol) at 0 °C, and the mixture is stirred at rt for 2 h. After workup with CH2Cl2 and water, the combined organic layer is washed with brine and dried over MgSO4. After evaporation, the residue is purified by column chromatography on silica gel (eluent: hexane/AcOEt = 2/1) to afford ((4-methoxyphenyl)ethynyl)diphenylphosphine oxide as white powder (312 mg, 94%).
To a THF solution (10 mL) of ((4-methoxyphenyl)ethynyl)diphenylphosphine oxide (166 mg, 0.5 mmol) is added t-BuOK (84 mg, 0.75 mmol), and the mixture is stirred at rt for 2 h. After workup with CH2Cl2 and NH4Cl(aq), the combined organic layer is washed with brine and dried over MgSO4. After evaporation, the residue is purified by column chromatography on silica gel (eluent: hexane) to afford 4-ethynylanisole as pale yellow oil (60 mg, 91%).
A toluene (10 mL) solution of 4-ethynylanisole (132 mg, 1.0 mmol), CuI (19 mg, 0.1 mmol), Ph2PCl (265 mg, 1.2 mmol) and Et3N (202 mg, 2.0 mmol) is stirred at 80 °C for 8 h. After workup with CH2Cl2 and NH4Cl(aq), the combined organic layer is washed with brine, and dried over MgSO4. After evaporation, the residue is purified by column chromatography on silica gel (eluent: hexane/CH2Cl2 = 6/1-4/1) to give ((4-methoxyphenyl)ethynyl)diphenylphosphine as pale yellow sticky gel (193 mg, 61%).
To a THF (10 mL) solution of ((4-methoxyphenyl)ethynyl)diphenylphosphine (316 mg, 1.0 mmol) is added H2O2(aq) (30%, 2.5 mL, 20 mmol) at 0 °C, and the mixture is stirred at rt for 2 h. After workup with CH2Cl2 and water, the combined organic layer is washed with brine and dried over MgSO4. After evaporation, the residue is purified by column chromatography on silica gel (eluent: hexane/AcOEt = 2/1) to afford ((4-methoxyphenyl)ethynyl)diphenylphosphine oxide as white powder (312 mg, 94%).
To a THF solution (10 mL) of ((4-methoxyphenyl)ethynyl)diphenylphosphine oxide (166 mg, 0.5 mmol) is added t-BuOK (84 mg, 0.75 mmol), and the mixture is stirred at rt for 2 h. After workup with CH2Cl2 and NH4Cl(aq), the combined organic layer is washed with brine and dried over MgSO4. After evaporation, the residue is purified by column chromatography on silica gel (eluent: hexane) to afford 4-ethynylanisole as pale yellow oil (60 mg, 91%).
References
- 1a) X. Yang, D. Matsuo, Y. Suzuma, J.-K. Fang, F. Xu, A. Orita, J. Otera, S. Kajiyama, N. Koumura, K. Hara, Synlett 2011, 2402.
- 1b) X. Yang, S. Kajiyama, J.-K. Fang, F. Xu, Y. Uemura, N. Koumura, K. Hara, A. Orita, J. Otera, Bull. Chem. Soc. Jpn. 2012, 85, 687.
- 2a) L. Peng, F. Xu, Y. Suzuma, A. Orita, J. Otera, J. Org. Chem. 2013, 78, 12802.
- 2b) L. Peng, F. Xu, K. Shinohara, A. Orita, J. Otera, Chem. Lett. 2014, 43, 1610.
- 2c) L. Peng, F. Xu, K. Shinohara, T. Nishida, K. Wakamatsu, A. Orita, J. Otera, Org. Chem. Front. 2015, 2, 248.
应用
Mukaiyama Oxidation-Reduction Condensation
[Experimental procedure]
to a mixture of alkoxydiphenylphosphine (2, 0.60 mmol), prepared from the alcohol (1), n-BuLi and chlorodiphenylphosphine, and tetrafluoro-1,4-benzoquinone (0.72 mmol) under argon atmosphere is added a dichloromethane (0.50 mL) solution of alcohol (3, 0.72 mmol) at room temperature. After the reaction that is monitored by TLC was completed, the reaction mixture is quenched by adding water and the aqueous layer is extracted with dichloromethane. The organic layers are dried over anhydrous sodium sulfate. After filtration and evaporation, the resulted residue is purified by preparative TLC to afford the corresponding ether (4).
to a mixture of alkoxydiphenylphosphine (2, 0.60 mmol), prepared from the alcohol (1), n-BuLi and chlorodiphenylphosphine, and tetrafluoro-1,4-benzoquinone (0.72 mmol) under argon atmosphere is added a dichloromethane (0.50 mL) solution of alcohol (3, 0.72 mmol) at room temperature. After the reaction that is monitored by TLC was completed, the reaction mixture is quenched by adding water and the aqueous layer is extracted with dichloromethane. The organic layers are dried over anhydrous sodium sulfate. After filtration and evaporation, the resulted residue is purified by preparative TLC to afford the corresponding ether (4).
References
- A Convenient Method for the Preparation of Symmetrical or Unsymmetrical Ethers by the Coupling of Two Alcohols via a New Type of Oxidation–reduction Condensation Using Tetrafluoro-1,4-benzoquinone
- Efficient Methods for the Preparation of Alkyl－Aryl and Symmetrical or Unsymmetrical Dialkyl Ethers between Alcohols and Phenols or Two Alcohols by Oxidation－Reduction Condensation
参考文献
产品文档 (部分产品的分析图谱无法提供，敬请谅解。)
化学品安全说明书(SDS)
请选择语言。
如需更多帮助，请联系我 们。
技术规格
CoA及其他文档
请输入批号
批号输入有误。请输入中横线前的4-5个字母数字字符。
示例 CoA
可下载CoA示例。注：该示例不一定是最新批次的CoA。
目前没有该产品的 CoA 示例。
分析图谱
请输入批号
批号输入有误。请输入中横线前的4-5个字母数字字符。
很抱歉，您搜索的分析图谱无法提供。