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Sigma-Aldrich

5-Nitro-2-thiophenecarboxaldehyde

98%

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About This Item

Empirical Formula (Hill Notation):
C5H3NO3S
CAS Number:
4521-33-9
Molecular Weight:
157.15
EC Number:
224-850-9
MDL number:
MFCD00005433
UNSPSC Code:
12352100
PubChem Substance ID:
24858243
NACRES:
NA.22

Quality Level

100

assay

98%

form

solid

mp

75-77 °C (lit.)

solubility

acetone: soluble 1%, clear, yellow

SMILES string

[H]C(=O)c1ccc(s1)[N+]([O-])=O

InChI

1S/C5H3NO3S/c7-3-4-1-2-5(10-4)6(8)9/h1-3H

InChI key

CHTSWZNXEKOLPM-UHFFFAOYSA-N

Related Categories

General description

Diastereoselectivity in [4+2] cycloaddition of 1-methoxy-2-methyl-3-(trimethylsiloxy)-1,3-pentadiene with 5-nitro-2-thiophenecarboxaldehyde was investigated.

Application

5-Nitro-2-thiophenecarboxaldehyde was used in preparation of 2, 3-dihydro-2-(5-nitro-2-thienyl) quinazolin-4-(1H)-ones and various novel oxime ether derivatives, anti-protozoan agents.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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’.

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2-Thiophenecarboxaldehyde 98%

Sigma-Aldrich

T32409

2-Thiophenecarboxaldehyde

Michael P Doyle et al.
Proceedings of the National Academy of Sciences of the United States of America, 101(15), 5391-5395 (2004-04-03)
Chiral dirhodium(II) carboxamidates are highly efficient catalysts for reactions between a variety of aldehydes and activated dienes. Catalyst loadings as low at 0.01 mol % have been realized with enantioselectivities up to 97%. Kinetic investigations reveal a pronounced electronic influence
Antibacterial 2,3-dihydro-2-(5-nitro-2-thienyl)-quinazolin-4(1H)-ones.
R J Alaimo et al.
Journal of medicinal chemistry, 15(3), 335-336 (1972-03-01)
Synthesis and< i> in vitro</i> anti-protozoan activity of new 5-nitrothiophene oxime ether derivatives.
Delmas F, et al.
European Journal of Medicinal Chemistry, 28(1), 23-27 (1993)
Ali Almasirad et al.
Iranian journal of pharmaceutical research : IJPR, 10(4), 727-731 (2011-10-01)
A series of new 2-(phenylthio) benzoylarylhydrazones were synthesized by acid-catalyzed condensation of hydrazide 3 with corresponding aldehydes. The chemical structures of the compounds were elucidated by FT-IR, (1)H-NMR and Mass spectra. All newly synthesized compounds were evaluated for their antimycobacterial
Jian Xu et al.
Food chemistry, 221, 1530-1538 (2016-12-17)
We synthesized a series of 4- or 5-functionalized TCT derivatives (1-12) and investigated their inhibitory activities and mechanisms on tyrosinase by using Spectrofluorimetry, 1H and 13C NMR titration and IR spectra. The results of the fluorescence spectra and NMR titrations

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