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CAS RN: 90965-06-3 | 产品编码: D3546
Dimethyl (1-Diazo-2-oxopropyl)phosphonate
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* 无具体发货日期的情况，如：显示“8个工作日后发货”，将在您订购日起的8个工作日后发货。
* 我们将以最优方式从上海/天津两大仓库发货。国内库存不足，需两周左右向日本总部调货。
* 对于可分装产品，11:30前的订单，当天发货；11:30后的订单，隔天发货。
* 如需大包装，请点击“大包装询价”按钮（对于某些产品我们无法提供大包装）。
* TCI会经常复审储藏条件以对其进行优化，请以在线目录为准，敬请留意。
* 更多信息，请联系营业部：021-67121386 / Sales-CN@TCIchemicals.com 。任何货期、规格或包装方面的需求，请联系我们 。
技术规格
| Appearance | Light yellow to Brown clear liquid |
| Purity(HPLC) | min. 97.0 area% |
物性（参考值）
| 比重 | 1.28 |
| 折射率 | 1.48 |
GHS
相关法规
| 新化学物质备案回执号 | B1A232214937 |
运输信息
| 监管条件代码(*) |
应用
TCI Practical Example: Construction of the Terminal Alkyne Using Ohira-Bestmann Reagent
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Used Chemicals
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Procedure
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To a methanol (10 mL) solution of undecanal (0.20 g, 1.2 mmol) was added potassium carbonate (0.32 g，2.4 mmol) and Ohira-Bestmann reagent (0.27 g, 1.4 mmol) at room temperature. The reaction mixture was stirred overnight at room temperature, then diluted with diethyl ether and washed with saturated aqueous sodium bicarbonate, and dried by sodium sulfate. The organic layer was concentrated under reduced pressure. The resulting crude product was purified by column chromatography (hexane:toluene = 3:1 on silica gel) to give 1 as a colorless liquid (0.11 g, 56% yield).
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Experimenter’s Comments
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The reaction mixtures were monitored by 1H NMR (CDCl3).
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Analytical Data（1-Dodecyne (1)）
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1H NMR (400 MHz, CDCl3); δ 2.18 (t, 2H, J = 7.1 Hz), 1.94 (s, 1H), 1.57-1.46 (m, 2H), 1.44-1.33 (m, 2H), 1.33-1.19 (m, 12H), 0.88 (t, 3H, J = 6.4 Hz).
13C NMR (101 MHz, CDCl3); δ 85.0, 68.2, 32.0, 29.7, 29.7, 29.5, 29.3, 28.9, 28.6, 22.8, 18.5, 14.3.
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Lead Reference
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- Further Improvements of the Synthesis of Alkynes from Aldehydes
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Other References
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- Methanolysis of Dimethyl (1-Diazo-2-oxopropyl) Phosphonate: Generation of Dimethyl (Diazomethyl) Phosphonate and Reaction with Carbonyl Compounds
应用
Synthesis of Phosphonyl Pyrazoles
Typical Procedure: To a stirred solution of aldehyde (1 mmol), cyanoacid derivative (1.2 mmol) and Ohira-Bestmann reagent (1.5 mmol) in distilled MeOH (4 mL), is added molecular sieves followed by powdered KOH (2 mmol). The reaction mixture is stirred at room temperature for one hour. After the completion of the reaction (TLC monitoring), methanol is distilled off under reduced pressure. The crude residue is dissolved in ethyl acetate (50 mL) and washed with saturated ammonium chloride (2×20 mL). Finally the organic layer is washed with saturated brine (20 mL) and dried over anhydrous sodium sulphate. After removal of the solvent, column chromatographic purification is carried out using acetone-dichloromethane as eluent to afford the products.
References
应用
One-pot Synthesis of Terminal Alkynes
References
- S. Ohira, Synth. Commun. 1989, 19, 561.
- S. Muller, B. Liepold, G. J. Roth, H. J. Bestmann, Synlett 1996, 521.
- H. D. Dickson, S. C. Smith, K. W. Hinkle, Tetrahedron Lett. 2004, 45, 5597.
- E. Quesada, R. J. K. Taylor, Tetrahedron Lett. 2005, 46, 6473.
参考文献
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技术规格
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其他文件
相关产品
Dimethyl (1-Diazo-2-oxopropyl)phosphonate (10% in Acetonitrile)
| 产品 | D5048 |
| CAS RN | 90965-06-3 |
| 纯度/分析方法 |