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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.)

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
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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