Diethyl cyanomethylphosphonate

• Catalog No.: A10218
• CAS Number: 2537-48-6
• M. F.: C6H12NO3P
• M. W.: 177.138141
• Purity: 98+%

SYNONYMS

• Title: 氰甲基磷酸二乙酯
• IUPAC name: diethyl (cyanomethyl)phosphonate
• IUPAC Traditional name: diethyl cyanomethylphosphonate
• Synonyms: Diethyl phosphonoacetonitrile; Cyanomethylphosphonic acid diethyl ester

DATABASE IDS

• EC Number: 219-806-0
• CAS Number: 2537-48-6
• MDL Number: MFCD00001893
• Beilstein Number: 1772981

PROPERTIES

• Purity: 98+%
• Boiling Point: 132-135°C/1.2mm
• Density: 1.094
• Flash Point: >110°C(230°F)
• Refractive Index: 1.4330
• GHS Hazard statements: H331-H302-H312-H315-H319
• European Hazard Symbols: X
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Risk Statements: 20/21/22-36/38
• Safety Statements: 9-23-26-36/37
• TSCA Listed: 否
• Hazard Class: 6.1
• UN Number: UN3278
• Packing Group: III

REFERENCES

• The active methylene group can be monoalkylated under phase transfer conditions with alkyl iodides or allylic or benzylic bromides: Synthesis, 516 (1975). Use of alumina as base leads predominantly to the Knoevenagel product rather than the Wadsworth-Emmons: Tetrahedron, 41, 1259 (1985).
• Horner-Wadsworth-Emmons olefination converts carbonyl compounds to substituted acrylonitriles: J. Am. Chem. Soc., 83, 1733 (1961); J. Org. Chem., 30, 505 (1965). LiOH has been found to be an effective base for this reaction: Tetrahedron Lett., 44, 1333 (2003). See Appendix 1. See also 3-Coumaranone, A10202.