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Sigma-Aldrich

3,5-Dinitrosalicylaldehyde

97%

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About This Item

Linear Formula:
(O2N)2C6H2-2-(OH)CHO
CAS Number:
Molecular Weight:
212.12
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

97%

mp

68-70 °C (lit.)

SMILES string

Oc1c(C=O)cc(cc1[N+]([O-])=O)[N+]([O-])=O

InChI

1S/C7H4N2O6/c10-3-4-1-5(8(12)13)2-6(7(4)11)9(14)15/h1-3,11H

InChI key

FLJXIBHYDIMYRS-UHFFFAOYSA-N

Application

3,5-Dinitrosalicylaldehyde has been used in the preparation of:
  • salicyldimine ligand via Schiff base condensation with allyl-substituted aniline
  • 3-hydroxycoumarins
  • chromogenic proteinase substrates
  • Ruthenium(II) chiral Schiff base complexes

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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N G Gallegos et al.
Journal of biochemical and biophysical methods, 33(1), 31-41 (1996-10-15)
To search for new proteinases in Bacillus subtilis we have developed a general method for synthesizing chromogenic proteinase substrates using 3,5-dinitrosalicylaldehyde (DNSA). Hammersten casein and soluble protein from extracts from B. subtilis cells were labeled with DNSA in the presence
Synthesis, physico-chemical studies and solvent-dependent enantioselective epoxidation of 1, 2-dihydronaphthalene catalysed by chiral Ruthenium (II) Schiff base complexes
Kureshy RI, et al.
J. Mol. Catal. A: Chem., 150(1), 163-173 (1999)
Dao Zhang et al.
Chemical communications (Cambridge, England), (6)(6), 574-575 (2002-07-18)
A new family of self-immobilized ethylene polymerization catalysts, derived from neutral, single-component salicylaldiminato phenyl nickel complexes, is described.
Notes-3-Hydroxycoumarins.
Trivedi K and Sethan S.
The Journal of Organic Chemistry, 25(10), 1817-1819 (1960)
Poul Erik Hansen et al.
Molecules (Basel, Switzerland), 24(24) (2019-12-15)
A number of o-hydroxy aromatic aldehydes have been synthesized to illustrate the effect of steric compression and O···O distances on the intramolecular hydrogen bond and the hydrogen bond energies. Hydrogen bond energies have been calculated using the 'hb and out'

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