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
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 | n |
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) |
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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