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N10802

Sigma-Aldrich

2-Nitrobenzaldehyde

98%

Synonym(s):

o-NBA, ortho-nitrobenzaldehyde

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$32.20
25 G
$62.80
100 G
$125.58

$32.20

Estimated to ship onMay 22, 2025FromMILWAUKEE

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2 G
$32.20
25 G
$62.80
100 G
$125.58

About This Item

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

$32.20

Estimated to ship onMay 22, 2025FromMILWAUKEE

Request a Bulk Order

Quality Level

200

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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General description

The 2-Nitrobenzyl group of 2-nitrobenzaldehyde is photolabile that can be cleaved when exposed to UV-light.[1]

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.[2] The same principle has been applied for the preparation of gelatin nanofiber matrices.[3] 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.[4]

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_germany

WGK 2

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF5334V
0000417062
0000417062
0000368520
0000368520

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5-Chloro-2-nitrobenzaldehyde technical grade

Sigma-Aldrich

C58800

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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)
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
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
An-Hu Li et al.
Organic & biomolecular chemistry, 5(1), 61-64 (2006-12-14)
A highly effective one-pot Friedländer quinoline synthesis using inexpensive reagents has been developed. o-Nitroarylcarbaldehydes were reduced to o-aminoarylcarbaldehydes with iron in the presence of catalytic HCl (aq.) and subsequently condensed in situ with aldehydes or ketones to form mono- or
View All Related Papers

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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