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171263

Sigma-Aldrich

Diethyl oxalacetate sodium salt

95%

Synonym(s):

Diethyl oxalacetate, Diethyl oxaloacetate, Diethyl oxosuccinate sodium salt, Oxalacetic acid diethyl ester sodium salt, Sodium diethyl oxalacetate

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About This Item

Linear Formula:
C2H5OCOC(ONa)=CHCOOC2H5
CAS Number:
40876-98-0
Molecular Weight:
210.16
Beilstein:
4279609
EC Number:
255-122-9
MDL number:
MFCD00035571
UNSPSC Code:
12352100
PubChem Substance ID:
24850057
NACRES:
NA.22

Assay

95%

mp

188-190 °C (lit.)

functional group

ester

SMILES string

[Na+].CCOC(=O)\C=C(/[O-])C(=O)OCC

InChI

1S/C8H12O5.Na/c1-3-12-7(10)5-6(9)8(11)13-4-2;/h5,9H,3-4H2,1-2H3;/q;+1/p-1/b6-5-;

InChI key

UJZUICGIJODKOS-YSMBQZINSA-M

Application

Diethyl oxalacetate sodium salt can be used as a reagent to synthesize:
  • Spiro[indoline-3,4′-pyrano[2,3-c]pyrazole derivatives via a one-pot reaction with isatins, malononitrile, and hydrazine hydrate.
  • 2,3-dioxo-4-carboxy-5-substituted pyrrolidines by reacting with various aldehydes and primary amines.
  • 2-nitro-4-fluoro triazole diester by treating with 2-nitro-4-fluoro-phenylazide.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBD6869V
WXBD3920V
WXBD1617V
WXBD0081V
WXBC9957V

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New 1, 2, 3-triazolo [1, 5-a] quinoxalines: synthesis and binding to benzodiazepine and adenosine receptors. II
Biagi G, et al.
European Journal of Medicinal Chemistry, 37(7), 565-571 (2002)
Synthesis of novel 3, 4-fused pyrazolidinone ?-lactam bicyclic moieties from 2, 3-dioxo-4-carboxy-5-(substituted) pyrrolidines
Rashid FNAA, et al.
Organic Communications, 12(3), 121-131 (2019)
Diethyl oxalacetate sodium salt as a reagent to obtain functionalized spiro [indoline-3, 4?-pyrano [2, 3-c] pyrazoles]
Gein VL, et al.
Tetrahedron Letters, 58(2), 134-136 (2017)
PYRUVATE CARBOXYLASE. I. NATURE OF THE REACTION.
M F UTTER et al.
The Journal of biological chemistry, 238, 2603-2608 (1963-08-01)

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