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Ethyl nitroacetate

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Ethyl nitroacetate Basic information

Product Name:
Ethyl nitroacetate
Synonyms:
  • Acetic Acid Nitro Ethyl Ester
  • nitro-aceticaciethylester
  • NITROACETIC ACID ETHYL ESTER
  • NITRO ETHYL ACETATE
  • ETHYL NITROACETATE
  • Ethlnitroacetate
  • wEthyl nitroacetate, 97%
  • Ethylnitroacetate,97%
CAS:
626-35-7
MF:
C4H7NO4
MW:
133.1
EINECS:
210-944-7
Product Categories:
  • Halogenated Heterocycles ,Quinolines
  • C2 to C5
  • Carbonyl Compounds
  • Esters
Mol File:
626-35-7.mol
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Ethyl nitroacetate Chemical Properties

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
InChIKey
FTKASJMIPSSXBP-UHFFFAOYSA-N
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)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
38
Safety Statements 
23-24/25-37
WGK Germany 
2
RTECS 
AJ1074000
Hazard Note 
Irritant
TSCA 
T
HazardClass 
IRRITANT, KEEP COLD
HS Code 
29159080

MSDS

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Ethyl nitroacetate Usage And Synthesis

Chemical Properties

clear colourless to slightly yellow liquid

Uses

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.

Uses

Ethyl Nitroacetate is an ester of nitrocarboxylic acid 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.]

Ethyl nitroacetate Preparation Products And Raw materials

Preparation Products

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