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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:
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

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000312781
0000312781
0000234458
MKCV3881
MKCR6337

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Melwin Colaço et al.
ChemistryOpen, 7(7), 520-526 (2018-07-14)
Direct access to the protonated merocyanine forms of two substituted spiropyrans by mechanosynthesis or sonochemistry was explored. The compounds were formed by the condensation reaction of the methyleneindolium iodide salt with salicylaldehyde derivatives. X-ray crystallography, 1H NMR spectroscopy, ab initio geometry optimization
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
C J Van Noorden et al.
The Histochemical journal, 19(9), 483-487 (1987-09-01)
The histochemical fluorescence method using 5-nitrosalicylaldehyde for the demonstration of cathepsin B activity has been used. Precipitation of the fluorescent final reaction product was analysed continuously during incubation for cathepsin B activity. Unfixed cultured human fibroblasts as well as cryostat
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
W J Arion et al.
Archives of biochemistry and biophysics, 351(2), 279-285 (1998-04-29)
S 3483, a synthetic derivative of chlorogenic acid (CHL), was found to be a reversible, linear competitive inhibitor of the glucose-6-phosphatase (Glc-6-Pase) system in rat renal microsomes and rat and human liver microsomes. The Ki for S 3483 in rat
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