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Key Documents

71494

Sigma-Aldrich

Sodium diformylamide

≥97.0% (NT)

Synonym(s):

Diformylimide sodium salt

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About This Item

Linear Formula:
(HCO)2NNa
CAS Number:
Molecular Weight:
95.03
Beilstein:
3567185
MDL number:
UNSPSC Code:
12352111
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥97.0% (NT)

form

powder

functional group

amine

SMILES string

[Na+].O=C[N-]C=O

InChI

1S/C2H3NO2.Na/c4-1-3-2-5;/h1-2H,(H,3,4,5);/q;+1/p-1

InChI key

QJXDSDLNUKLDBP-UHFFFAOYSA-M

Application

Reactant for preparation of:
  • Functionalized condensed benzazoles
  • α-ketoheterocycles as inhibitors of Leishmania mexicana cysteine protease CPB
  • INOS inhibitor PHA-399733 via Bucherer-Bergs hydantoin synthesis
  • Antibiotic resistance (C β-lactamase AmpC ) inhibitor analogues, with improved cell permeability properties
  • BINOL- and H8-BINOL-based aryl phosphites as ligands in palladium-catalyzed asymmetric allylation and amination reactions
  • Precursors of αVβ3 integrin antagonists

Other Notes

Modified Gabriel reagent for the synthesis of amines; mild hydrolysis to release the amine

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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H. Yinglin et al.
Synthesis, 122-122 (1990)
B. Gohrmann et al.
J. Prakt. Chem., 331, 819-819 (1989)
Synthesis, 615-615 (1990)

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