Ethyl cyanoacetate

• Catalog No.: A11498
• CAS Number: 105-56-6
• M. F.: C5H7NO2
• M. W.: 113.11458
• Purity: 98+%

SYNONYMS

• Title: 氰基乙酸乙酯
• IUPAC name: ethyl 2-cyanoacetate
• IUPAC Traditional name: ethyl cyanoacetate
• Synonyms: Cyanoacetic acid ethyl ester

DATABASE IDS

• Merck Index: 143786
• MDL Number: MFCD00001940
• Beilstein Number: 605871
• CAS Number: 105-56-6
• EC Number: 203-309-0

PROPERTIES

• Purity: 98+%
• Boiling Point: 208-210°C
• Density: 1.063
• Flash Point: 109°C(228°F)
• Melting Point: -23°C
• Refractive Index: 1.4180
• GHS Hazard statements: H319
• European Hazard Symbols: Irritant (Xi)
• GHS Precautionary statements: P261-P305+P351+P338
• Risk Statements: 36
• RTECS: AG4110000
• Safety Statements: 23-26
• TSCA Listed: 是

REFERENCES

• For use in the synthesis of pyrrole derivatives, see p-Toluenesulfonylmethyl isocyanide, A14312.
• Stereoselective alkylation of the active methylene has been accomplished under particularly mild conditions with secondary alkyl mesylates in the presence of CsF in DMF; complete inversion occurs at the secondary alkyl carbon: J. Org. Chem., 60, 2627 (1995).
• Arylation by aryl iodides is promoted by copper(I) iodide: Synthesis, 67 (1983); J. Org. Chem., 58, 7606 (1993); or trans-Dichlorobis(triphenylphosphine)palladium(II), 10491: Synthesis, 506 (1985).
• For examples of Knoevenagel condensations of cyanoacetic esters with carbonyl compounds, see: Org. Synth. Coll., 3, 385, 399 (1955); 4, 93, 463 (1963); review: Org. React., 15, 204 (1967). Knoevenagel condensation with aromatic aldehydes has also been carried out under acidic conditions, for example, good yields have been obtained with ZnCl₂: Tetrahedron Lett., 32, 5821 (1991).