Ethyl nitroacetate

• Catalog No.: A14433
• CAS Number: 626-35-7
• M. F.: C4H7NO4
• M. W.: 133.10268
• Purity: 97%

SYNONYMS

• Title: 硝基乙酸乙酯
• IUPAC name: ethyl 2-nitroacetate
• IUPAC Traditional name: nitroacetic acid ethyl ester
• Synonyms: Nitroacetic Acid Ethyl Ester

DATABASE IDS

• MDL Number: MFCD00007403
• EC Number: 210-944-7
• CAS Number: 626-35-7
• Beilstein Number: 1210027

PROPERTIES

• Purity: 97%
• Boiling Point: 93-95°C/10mm
• Density: 1.202
• Flash Point: 92°C(197°F)
• Refractive Index: 1.4240
• GHS Hazard statements: H315-H319-H227
• European Hazard Symbols: Irritant (Xi)
• GHS Precautionary statements: P280G-P305+P351+P338
• Risk Statements: 36/38
• RTECS: AJ1074000
• Safety Statements: 26-37
• TSCA Listed: 是

REFERENCES

• In the presence of the Mitsunobu reagent (PPh₃/DEAD) oxidizes alcohols to carbonyl compounds: Tetrahedron Lett., 22, 2295 (1981).
• For a review of the use of nitroacetic acid and its esters in organic synthesis, see: Synthesis, 666 (1979).
• Reacts with 2,3-epoxyaldehydes to give 3-ethoxycarbonyl-4-hydroxy-5-(1-hydroxyalkyl)-2-isoxazoline-2-oxides: J. Org. Chem., 55, 781 (1990):
  
• Similarly, reaction with ɑ-bromo enones gives 5-acyl-3-(ethoxycarbonyl)-2-isoxazoline-2-oxides by a tandem conjugate addition - ring closure: J. Org. Chem., 60,6624 (1995).
• Conjugate addition to various enones, followed by reductive cyclization with Formamidinesulfinic acid, A11885, provides a convenient new route to pyrroles: Tetrahedron Lett., 36, 9469 (1995). For examples with reaction schemes, see 2-Benzylidenecyclohexanone, L13434 and 3-Penten-2-one, L13031.