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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:
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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This Item
681059117501130176
2-Nitrobenzaldehyde 98%

Sigma-Aldrich

N10802

2-Nitrobenzaldehyde

4-Nitrobenzaldehyde 98% (GC)

Sigma-Aldrich

130176

4-Nitrobenzaldehyde

form

crystals

form

solid

form

solid

form

-

bp

153 °C/23 mmHg (lit.)

bp

-

bp

-

bp

-

mp

42-44 °C (lit.)

mp

173-177 °C

mp

120-122 °C (lit.)

mp

103-106 °C (lit.)

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

Signal Word

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 Code

11 - Combustible Solids

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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METHYL 2-NITROCINNAMATE AldrichCPR

S953407

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)
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)
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

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