Trimethyl phosphonoacetate

• Catalog No.: A13301
• CAS Number: 5927-18-4
• M. F.: C5H11O5P
• M. W.: 182.111601
• Purity: 98%

SYNONYMS

• Title: 磷酸乙酸三甲酯
• IUPAC name: methyl 2-(dimethoxyphosphoryl)acetate
• IUPAC Traditional name: methyl 2-(dimethoxyphosphoryl)acetate
• Synonyms: Phosphonoacetic acid trimethyl ester; Dimethyl methoxycarbonylmethylphosphonate

DATABASE IDS

• EC Number: 227-663-0
• Beilstein Number: 1865177
• MDL Number: MFCD00008452
• CAS Number: 5927-18-4

PROPERTIES

• Purity: 98%
• Boiling Point: 119-120°C/1mm
• Density: 1.263
• Flash Point: 70°C(158°F)
• Refractive Index: 1.4370
• GHS Hazard statements: H315-H319-H335-H227
• European Hazard Symbols: Irritant (Xi)
• GHS Precautionary statements: P210-P305+P351+P338-P302+P352-P321-P405-P501A
• Risk Statements: 36/37/38
• Safety Statements: 9-36
• TSCA Listed: 是

REFERENCES

• Horner-Wadsworth-Emmons olefination (see Appendix 1) with aldehydes and ketones gives acrylic esters, cf Triethyl phosphonoacetate, A14120. In general, the (E):(Z) ratio of the resulting alkene increases as the counter-ion becomes smaller (K, Na, Li) and as the temperature increases. See, e.g.: J. Org. Chem., 55, 3386 (1990). Reaction with ɑ-hydroxy ketones provides a simple route to butenolides: Tetrahedron Lett., 36, 2839 (1995):