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HomeProduct name listEthyl nitroacetate

Ethyl nitroacetate

  • CAS NO.:626-35-7
  • Empirical Formula: C4H7NO4
  • Molecular Weight: 133.1
  • MDL number: MFCD00007403
  • EINECS: 210-944-7
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-01 18:09:03
Ethyl nitroacetate Structural

What is Ethyl nitroacetate?

Chemical properties

clear colourless to slightly yellow liquid

The Uses of Ethyl nitroacetate

Ethyl Nitroacetate is an ester of nitrocarboxylic acid used as an intermediate in the preparation of unsubstituted amino acids.

The Uses of Ethyl nitroacetate

Ethyl nitroacetate has been used in the synthesis of γ-oxoacids via Michael addition reaction with α,β-unsaturated ketones, fuctionalization of C4-position on pyrimidine and C6-position on 2?-deoxyguanosine to produce novel nucleosides, facile synthesis of α,α-diisobutylglycine, synthesis of DL-4,4-difluoroglutamic acid. It is also used as an intermediate in the preparation of unsubstituted amino acids.

Synthesis Reference(s)

The Journal of Organic Chemistry, 59, p. 1208, 1994 DOI: 10.1021/jo00084a047

Purification Methods

Purify the ester by repeated distillation. IR:max 1748 (CO2), 1570 and 1337 (NO2), and 800cm-1 [Haszeldine J Chem Soc 2525 1953]. The hydrazine salt crystallises from 95% EtOH or MeOH as yellow crystals m 104-105o [Ungnade & Kissinger J Org Chem 22 1661 1957, Emmons & Freeman J Am Chem Soc 77 4391 1955]. [Beilstein 2 IV 537.]

Properties of Ethyl nitroacetate

Boiling point: 105-107 °C/25 mmHg (lit.)
Density  1.199 g/mL at 25 °C (lit.)
refractive index  n20/D 1.424(lit.)
Flash point: 198 °F
storage temp.  Keep in dark place,Sealed in dry,Room Temperature
solubility  Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
pka pK1:5.85 (25°C)
form  Liquid
color  Clear colorless to slightly yellow
Water Solubility  Slightly soluble in water. Soluble in chloroform and ethyl acetate.
BRN  1210027
CAS DataBase Reference 626-35-7(CAS DataBase Reference)
NIST Chemistry Reference Acetic acid, nitro-, ethyl ester(626-35-7)
EPA Substance Registry System Acetic acid, nitro-, ethyl ester (626-35-7)

Safety information for Ethyl nitroacetate

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H227:Flammable liquids
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
Precautionary Statement Codes P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Ethyl nitroacetate

InChIKey FTKASJMIPSSXBP-UHFFFAOYSA-N

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