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302295

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

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

302295-BULK:
302295-VAR:
302295-5G:
302295-25G:
302295-1KG:

Certificates of Analysis (COA)

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2-Thiophenecarboxaldehyde 98%

Sigma-Aldrich

T32409

2-Thiophenecarboxaldehyde

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)
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
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
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)
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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