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
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
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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.
signalword
Warning
hcodes
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)
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)
Fang-Bo Yu et al.
Journal of hazardous materials, 176(1-3), 20-26 (2009-07-07)
This study demonstrates the feasibility of using Pseudomonas putida ONBA-17 to bioaugment a sequencing batch reactor (SBR) treating o-nitrobenzaldehyde (ONBA) synthetic wastewater. To monitor its survival, the strain was chromosomally marked with gfp gene. After a transient adaptation, almost 100%
Annapaola Migani et al.
Chemical communications (Cambridge, England), 47(22), 6383-6385 (2011-05-10)
o-Nitrobenzaldehyde is photolabile because of an irreversible phototautomerization, whereas comparable aromatic compounds function as photoprotectors because the tautomerization is reversible. In this experimental and theoretical study we track down the cause of this difference to the electronic changes that occur
S Laimgruber et al.
Physical chemistry chemical physics : PCCP, 10(26), 3872-3882 (2008-08-09)
The first intermediate of the photochemical transformation of ortho-nitrobenzaldehyde to ortho-nitrosobenzoic acid in acetonitrile solvent has been characterized by femtosecond spectroscopy and time-dependent density functional theory (TDDFT) calculations. Femtosecond stimulated Raman spectroscopy (FSRS) indicates that this intermediate adopts a ketene
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