Skip to Content
Merck
All Photos(4)

Documents

N10802

Sigma-Aldrich

2-Nitrobenzaldehyde

98%

Synonym(s):

o-NBA, ortho-nitrobenzaldehyde

Sign Into View Organizational & Contract Pricing
All Photos(4)

About This Item

Linear Formula:
O2NC6H4CHO
CAS Number:
552-89-6
Molecular Weight:
151.12
Beilstein:
742624
EC Number:
209-025-3
MDL number:
MFCD00007132
UNSPSC Code:
12352100
PubChem Substance ID:
24897457
NACRES:
NA.22

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

Looking for similar products? Visit Product Comparison Guide

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
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335,H412

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 2

1 of 2

METHYL 2-NITROCINNAMATE AldrichCPR

S953407

METHYL 2-NITROCINNAMATE

5-Chloro-2-nitrobenzaldehyde technical grade

Sigma-Aldrich

C58800

5-Chloro-2-nitrobenzaldehyde

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)
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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service