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Sigma-Aldrich

2-Hydroxy-5-nitrobenzaldehyde

98%

Synonym(s):

5-Nitrosalicylaldehyde

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5 G
$60.89
25 G
$164.00

About This Item

Linear Formula:
HOC6H3(NO2)CHO
CAS Number:
Molecular Weight:
167.12
Beilstein/REAXYS Number:
512565
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

$60.89

List Price$64.10Save 5%
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Available to ship onMay 01, 2025Details


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Quality Level

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.[1]

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

Physical properties

Free of 3-nitro isomer

pictograms

Exclamation mark

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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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
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
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
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

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
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      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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