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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:
2460-59-5
Molecular Weight:
212.12
EC Number:
219-551-5
MDL number:
MFCD00007103
UNSPSC Code:
12352100
PubChem Substance ID:
24856718
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[1]
  • 3-hydroxycoumarins[2]
  • chromogenic proteinase substrates[3]
  • Ruthenium(II) chiral Schiff base complexes[4]

pictograms

Exclamation mark
GHS07

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCBW4137
BCBV1761
BCBT5520
BCBH8350V
BCBF2809V

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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)
Notes-3-Hydroxycoumarins.
Trivedi K and Sethan S.
The Journal of Organic Chemistry, 25(10), 1817-1819 (1960)
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.
Ryan J DiRisio et al.
Dalton transactions (Cambridge, England : 2003), 46(31), 10418-10425 (2017-07-27)
Two cobalt(iii) complexes containing inexpensive Schiff-base ligands have been found to be active for proton reduction at low overpotentials. The dinitro and tetranitro derivatized Schiff-base complexes show catalytic activity at -0.96 V and -1.1 V vs. Fc
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