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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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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

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.


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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

WGK 2

ppe

dust mask type N95 (US), Eyeshields, Gloves



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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)
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)
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



Global Trade Item Number

SKUGTIN
N10802-25G04061835282395
N10802-2G04061835282401
N10802-100G04061835282388