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N10802

Sigma-Aldrich

2-Nitrobenzaldehyde

98%

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Synonym(s):
o-NBA, ortho-nitrobenzaldehyde
Linear Formula:
O2NC6H4CHO
CAS Number:
Molecular Weight:
151.12
Beilstein/REAXYS Number:
742624
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

assay

98%

form

crystals

bp

153 °C/23 mmHg (lit.)

mp

42-44 °C (lit.)

SMILES string

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

InChI

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

InChI key

CMWKITSNTDAEDT-UHFFFAOYSA-N

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1 of 4

This Item
681059117501130176
2-Nitrobenzaldehyde 98%

N10802

2-Nitrobenzaldehyde

2-Methyl-6-nitrobenzoic anhydride 97%

681059

2-Methyl-6-nitrobenzoic anhydride

2,6-Dinitrobenzaldehyde 98%

117501

2,6-Dinitrobenzaldehyde

4-Nitrobenzaldehyde 98% (GC)

130176

4-Nitrobenzaldehyde

Quality Level

200

Quality Level

200

Quality Level

-

Quality Level

100

mp

42-44 °C (lit.)

mp

173-177 °C

mp

120-122 °C (lit.)

mp

103-106 °C (lit.)

form

crystals

form

solid

form

solid

form

-

bp

153 °C/23 mmHg (lit.)

bp

-

bp

-

bp

-

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

Exclamation mark

signalword

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_germany

WGK 2

ppe

dust mask type N95 (US), Eyeshields, Gloves


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METHYL 2-NITROCINNAMATE

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)
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)
An-Hu Li et al.
Organic & biomolecular chemistry, 5(1), 61-64 (2006-12-14)
A highly effective one-pot Friedländer quinoline synthesis using inexpensive reagents has been developed. o-Nitroarylcarbaldehydes were reduced to o-aminoarylcarbaldehydes with iron in the presence of catalytic HCl (aq.) and subsequently condensed in situ with aldehydes or ketones to form mono- or

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