Diethyl Cyanophosphonate 氰基磷酸二乙酯
CAS 2942-58-7 MFCD00010256
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分类
- {SNA} Building Blocks, Chemical Synthesis, Organic Building Blocks, Phosphonates/Phosphinates, Phosphorus Compounds
产品应用
- 常用作肽合成的偶联剂、苯酚的磷酸化试剂;还可用于羧酸荧光衍生化的活化剂,可通过 HPLC 分离活化剂。
相关文献及参考
- Strecker reaction with aldehydes or ketones in the presence of amines or ammonia gives goodyields ofɑ-amino nitriles: Tetrahedron Lett., 4663 (1979). Pre-formed enamines give the same products: Synthesis, 716 (1979).
- Phosphorylating agent for phenols: Synth. Commun., 27, 3035 (1997).
- Activates carboxylic acids towards nucleophiles:
- Beil. 3 ,IV,260
- Thiol esters can be formed under similar conditions: J. Org. Chem., 39, 3302 (1974).
- Beilstein: 3,IV,260
- Promotes the formation of amides and esters from amines or alcohols in the presence of, e.g. triethylamine : Tetrahedron, 32, 2211 (1976). The reaction is applicable to peptide synthesis, since little racemization has been observed: J. Am. Chem. Soc., 97, 7174 (1975). The extent of racemization in comparison with other methods has been studied: Chem. Pharm. Bull., 30, 3147 (1982). See Appendix 6. With 2 equivalents of reagent in the absence of a nucleophile, an intermediate 1-(1,1-dicyano)phosphate is formed, leading, on treatment with acid, to the homologated ɑ-hydroxy acid: Tetrahedron Lett., 39, 9209 (1998).
- Can also be used to activate carboxylic acids for the C-acylation of active methylene compounds: J. Org. Chem., 43, 3631 (1978). In the presence of Lewis acids, active methylene compounds such as dimethyl malonate react with the cyanophosphonate itself. The product can be converted to a uracil derivative by reaction with phenyl isocyanate: Chem. Pharm. Bull., 42, 1919 (1994):
安全信息
GHS Symbol


- H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
- H300+H310+H330
- H227 Combustible liquid 可燃液体
- P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
- P305+P351+P338+P310
- P303+P361+P353
- P501 Dispose of contents/container to..… 处理内容物/容器.....
- P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
- P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
- P305+P351+P338
- P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
- P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
- P303+P361+P353+P310+P363
- P370+P378
- P405 Store locked up. 上锁保管。
- P304+P340
- P302+P350
- P301+P330+P331
- P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
- P304+P340+P310
- P301+P330+P331+P310
- P403+P233
- P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
- R26/27/28 Very toxic by inhalation, in contact with skin and if swallowed 吸入,皮肤接触及吞食都有剧毒
- R34 Causes burns 会导致灼伤
- R32 Contact with acids liberates very toxic gas 与酸接触释放出毒性很高的气体
- R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
- S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
- S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
- S28 After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) 皮肤接触后,立即用大量…(由生产厂家指定)冲洗;
- S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
- S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 4 mg/kg TOXIC EFFECTS : Lungs, Thorax, or Respiration - other changes REFERENCE : JCSOA9 Journal of the Chemical Society. (London, UK) 1926-65. For publisher information, see JCPRB4. Volume(issue)/page/year: -,699,1948
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 25 mg/kg TOXIC EFFECTS : Lungs, Thorax, or Respiration - other changes REFERENCE : JCSOA9 Journal of the Chemical Society. (London, UK) 1926-65. For publisher information, see JCPRB4. Volume(issue)/page/year: -,699,1948
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 1400 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : PAREAQ Pharmacological Reviews. (Williams & Wilkins, 428 E. Preston St., Baltimore, MD 21202) V.1- 1949- Volume(issue)/page/year: 11,636,1959
其他信息
- 图谱信息:氰基磷酸二乙酯(2942-58-7)质谱(MS) 氰基磷酸二乙酯(2942-58-7)红外图谱(IR1)
- 下游产品:膦甲酸钠
- 用途二:多肽缩合剂[1],酚羟基磷酸化试剂[2],含羧基化合物进行HPLC分析时制备荧光衍生物时的活化剂。
- Acros Organics:氰基磷酸二乙酯 Diethyl cyanophosphonate, 93%(2942-58-7)
- Sigma Aldrich:2942-58-7(sigmaaldrich)
- Hazard Note:Irritant
- 用途一:有机合成中间体。
- 上游原料:溴氰 --> 磷酸二乙酯
- 氰基磷酸二乙酯价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 C1242 氰基磷酸二乙酯 Diethyl Cyanophosphonate 25G 1350元 2014/06/02 C1242 氰基磷酸二乙酯 Diethyl Cyanophosphonate 5G 404元 2010/06/21 224290050 氰基磷酸二乙酯 Diethyl cyanophosphonate 93% 5 GR 450元
- TCI Shanghai:氰基磷酸二乙酯 Diethyl Cyanophosphonate,>;93.0%(GC)(2942-58-7)
- F:10-13-21
- 方法一:将过量的溴化氰滴入磷酸二乙酯中,反应液逐渐变热。反应毕,减压蒸馏,收集104-105℃(2.53kPa)馏分,得氰基磷酸二乙酯。收率65%。
- Alfa Aesar:腈基磷酸二乙酯,tech.90% Diethyl cyanophosphonate, tech. 90%(2942-58-7)
- MSDS 信息:DEPC(2942-58-7).msds
- 敏感性:Moisture Sensitive
- MOL 文件:2942-58-7.mol