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275352

Sigma-Aldrich

2-Hydroxy-5-nitrobenzaldehyde

98%

Synonym(s):

5-Nitrosalicylaldehyde

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About This Item

Linear Formula:
HOC6H3(NO2)CHO
CAS Number:
97-51-8
Molecular Weight:
167.12
Beilstein/REAXYS Number:
512565
EC Number:
202-587-0
MDL number:
MFCD00007337
UNSPSC Code:
12352100
PubChem Substance ID:
24856642
NACRES:
NA.22

Quality Level

100

assay

98%

mp

125-128 °C (lit.)

functional group

aldehyde
nitro

SMILES string

[H]C(=O)c1cc(ccc1O)[N+]([O-])=O

InChI

1S/C7H5NO4/c9-4-5-3-6(8(11)12)1-2-7(5)10/h1-4,10H

InChI key

IHFRMUGEILMHNU-UHFFFAOYSA-N

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General description

2-Hydroxy-5-nitrobenzaldehyde is a nitroaromatic compound used to prepare Schiff base ligands.

The interaction of 2-hydroxy-5-nitrobenzaldehyde and chlorogenic acid (CHL) with the components of the rat hepatic glucose 6-phosphatase system was studied.

Physical properties

Free of 3-nitro isomer

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

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
0000312781
0000312781
0000234458
MKCV3881
MKCR6337

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Qing-Bin Li et al.
Acta chimica Slovenica, 64(2), 500-505 (2017-06-18)
Two mononuclear Schiff base manganese(III) complexes, [MnL(N3)(OH2)]·CH3OH (1) and [MnL(NCS)(OH2)] · H2O (2), where L is the dianionic form of N,N'-bis(5-nitrosalicylidene)ethane-1,2-diamine, have been prepared and characterized by elemental analysis, IR and UV-Vis spectroscopy and single crystal X-ray diffraction. The Mn
M A Pajares et al.
The Journal of biological chemistry, 264(12), 6804-6809 (1989-04-25)
The 11-cis-retinal binding site of rhodopsin is of great interest because it is buried in the membrane but yet must provide an environment for charged amino acids. In addition, the active-site lysine residue must be able to engage in rapid
Synthesis, spectroscopic characterization and antimicrobial activity of mono-, bi-and tri-nuclear metal complexes of a new Schiff base ligand
Shebl M,et al.
Journal of Molecular Structure, 980, 39-50 (2010)
Anda-Mihaela Olaru et al.
Carbohydrate polymers, 179, 59-70 (2017-11-08)
A series of hydrogels based on chitosan polyamine and nitrosalicylaldehyde were prepared via dynamic covalent chemistry (DCC), by imination and transimination reactions towards ordered clusters which play the role of crosslinking nodes of the chitosan network. The hydrogelation mechanism has
Anas G Elsafy et al.
Sensors (Basel, Switzerland), 18(7) (2018-07-13)
(E)-2-((benzo[d]thiazol-2-ylimino)methyl)-4-nitrophenol 1 and (E)-2-(((6-methoxybenzo[d]thiazol-2-yl)imino)methyl)-4-nitrophenol 2 were synthesized efficiently under microwave conditions. The structures were confirmed using IR, ¹H NMR, and 13C NMR. UV-vis. Fluorescence investigations demonstrated that 1 and 2 are sensitive and selective sensors for detection of cyanide over
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