物质信息
ID:737280
名称和标识
IUPAC传统名
diethylphosphorocyanidate
别名
Diethyl phosphorocyanidateDiethyl cyanophosphonate氰基膦酸二乙酯DEPC
IUPAC标准名
diethyl cyanophosphonate
化合物性质
理化性质
密度
1.075
闪点
80°C(176°F)
沸点
104-105°C/19mm
折射率
1.4010
安全信息
GHS危险声明
H300-H310-H330-H314-H318-H227
GHS警示性声明
P280-P305+P351+P338-P302+P352-P304+P340-P309-P310
欧盟危险性物质标志
剧毒 (T+)GHS危险品标识
急性毒性（口服，皮肤接触，吸入），类别1,2,3
腐蚀金属，类别1
腐蚀皮肤，类别1A，1B，1C
严重眼损伤，类别1
保存注意事项
Moisture Sensitive
联合国危险货物编号
UN2922
安全公开号
26-28-36/37/39-45
联合国危险货物包装类别(PG)
II
RTECS编号
TD2500000
联合国危险货物等级
8
危险公开号
26/27/28-34
TSCA收录
否
产品相关信息
纯度
tech. 90%
描述信息
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分子图谱
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参考文献
• 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):
• Phosphorylating agent for phenols: Synth. Commun., 27, 3035 (1997).
• Thiol esters can be formed under similar conditions: J. Org. Chem., 39, 3302 (1974).
• 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).
• Activates carboxylic acids towards nucleophiles:
• 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).