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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:
552-89-6
Molecular Weight:
151.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24897457
EC Number:
209-025-3
Beilstein/REAXYS Number:
742624
MDL number:
MFCD00007132
Assay:
98%
Form:
crystals

Key Documents

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Product Name

2-Nitrobenzaldehyde, 98%

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.)

mp

42-44 °C (lit.)

Quality Level

200

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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.

General description

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

pictograms

Exclamation mark
GHS07

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

WGK 2

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF7945V
0000510715
0000510715
0000455251
0000455251

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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)
Thierry Delatour et al.
Journal of agricultural and food chemistry, 51(22), 6371-6379 (2003-10-16)
A convenient method is presented for the preparation of the carbon-13-labeled 2-nitrobenzaldehyde derivatives of the nitrofuran metabolites 3-amino-2-oxazolidinone (AOZ), semicarbazide (SC), 1-aminohydantoin (AH), and 3-amino-5-morpholinomethyl-2-oxazolidinone (AMOZ), with the purpose of using them as internal standards for the quantification of trace
Verónica Leyva et al.
Physical chemistry chemical physics : PCCP, 13(32), 14685-14693 (2011-07-08)
Ab initio surface-hopping dynamics calculations have been performed to simulate the intramolecular excited state hydrogen transfer dynamics of ortho-nitrobenzaldehyde (o-NBA) in the gas phase from the electronic S(1) excited state. Upon UV excitation, the hydrogen is transferred from the aldehyde
Thomas Schmierer et al.
Physical chemistry chemical physics : PCCP, 11(48), 11596-11607 (2009-12-22)
The formation and decay of a ketene intermediate photochemically formed from o-nitrobenzaldehyde has been studied by femtosecond UV/Vis and IR spectroscopy. The ketene is formed predominantly within a few 100 fs and to a minor extent within approximately 200 ps
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