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Merck
CN

N10802

2-Nitrobenzaldehyde

98%

Synonym(s):

o-NBA, ortho-nitrobenzaldehyde

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About This Item

Linear Formula:
O2NC6H4CHO
CAS Number:
Molecular Weight:
151.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
209-025-3
Beilstein/REAXYS Number:
742624
MDL number:
Assay:
98%
Form:
crystals
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InChI key

CMWKITSNTDAEDT-UHFFFAOYSA-N

InChI

1S/C7H5NO3/c9-5-6-3-1-2-4-7(6)8(10)11/h1-5H

SMILES string

[O-][N+](=O)c1ccccc1C=O

assay

98%

form

crystals

bp

153 °C/23 mmHg (lit.)

Quality Level

mp

42-44 °C (lit.)

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General description

The 2-Nitrobenzyl group of 2-nitrobenzaldehyde is photolabile that can be cleaved when exposed to UV-light.

Application

2-Nitrobenzaldehyde can react with chitosan to form 2-nitrobenzyl-chitosan, which is soluble in trifluoroacetic acid and can also be electrospun into nanofiber matrices. On photolysis, the nitrobenzyl group is cleaved to form neat chitosan nanofiber matrices. The same principle has been applied for the preparation of gelatin nanofiber matrices. The condensation of o-NBA with 2-aminobenzothiazole forms o-nitrobenzylidene 2-aminobenzothiazole, a Schiff′s base that can react with metal ions to form complexes.

pictograms

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Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 2

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Studies on some Schiff base complexes of CoII, NiII and CuII derived from salicylaldehyde and o-nitrobenzaldehyde.
Zaki Z M, et al.
Spectroscopy Letters, 31(4), 757-766 (1998)
A smart methodology to fabricate electrospun chitosan nanofiber matrices for regenerative engineering applications.
Nada A A, et al.
Polymers For Advanced Technologies, 25(5), 507-515 (2014)
Gelatin nanofiber matrices derived from schiff base derivative for tissue engineering applications.
Jaiswal D, et al.
Journal of Biomedical Nanotechnology, 11(11), 2067-2080 (2015)
Two-photon photolysis of 2-nitrobenzaldehyde monitored by fluorescent-labeled nanocapsules.
Diaspro A, et al.
The Journal of Physical Chemistry B, 107(40), 11008-11012 (2003)
Gregory O Noonan et al.
Journal of agricultural and food chemistry, 53(12), 4680-4685 (2005-06-09)
Recently, semicarbazide has been found in food in jars sealed with cap liners that were manufactured using azodicarbonamide as a blowing agent. These reports raised the concern that the use of azodicarbonamide-an approved dough conditioner-may result in semicarbazide residues in

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