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196282

Sigma-Aldrich

3-Thiophenecarboxaldehyde

98%

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Synonym(s):
3-Formylthiophene, 3-Thienaldehyde, 3-Thienylcarboxaldehyde, 3-Thiophenealdehyde, 3-Thiophenecarbaldehyde, Thiofuran-3-carboxaldehyde, Thiophen-3-aldehyde
Empirical Formula (Hill Notation):
C5H4OS
CAS Number:
Molecular Weight:
112.15
Beilstein/REAXYS Number:
105889
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

0.31 mmHg ( 20 °C)

Quality Level

assay

98%

form

liquid

autoignition temp.

>392 °F

refractive index

n20/D 1.583 (lit.)

bp

194-196 °C (lit.)
86-87 °C/20 mmHg (lit.)

density

1.28 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

[H]C(=O)c1ccsc1

InChI

1S/C5H4OS/c6-3-5-1-2-7-4-5/h1-4H

InChI key

RBIGKSZIQCTIJF-UHFFFAOYSA-N

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1 of 4

This Item
T32409M84410277681
vibrant-m

196282

3-Thiophenecarboxaldehyde

vibrant-m

T32409

2-Thiophenecarboxaldehyde

vibrant-m

M84410

5-Methyl-2-thiophenecarboxaldehyde

vibrant-m

277681

3-Methyl-3-oxetanemethanol

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

refractive index

n20/D 1.583 (lit.)

refractive index

n20/D 1.591 (lit.)

refractive index

n20/D 1.583 (lit.)

refractive index

n20/D 1.446 (lit.)

density

1.28 g/mL at 25 °C (lit.)

density

1.2 g/mL at 25 °C (lit.)

density

1.17 g/mL at 25 °C (lit.)

density

1.024 g/mL at 25 °C (lit.)

form

liquid

form

-

form

liquid

form

liquid

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

Application

3-Thiophenecarboxaldehyde has been used in the synthesis of:
  • series of 4-substituted 2-thiophenesulfonamides
  • acetal and ketal derivatives of 4′-demethylepipodophyllotoxin-β-D-glucoside and epipodophyllotoxin-β-D-glucoside
  • 1,2-di-3-thienyl-2-hydroxyethanone (3,3′-thenoin), 3-thienyl symmetric analog of benzoin

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

167.0 °F - closed cup

flash_point_c

75 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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R S Gupta et al.
Anti-cancer drug design, 2(1), 1-12 (1987-08-01)
We have synthesized acetal and ketal derivatives of 4'-demethylepipodophyllotoxin-beta-D-glucoside (DMEPG) and epipodophyllotoxin-beta-D-glucoside (EPG) with a number of different aldehydes (viz. acetaldehyde, propionaldehyde, 2-thiophenecarboxaldehyde, 3-thiophenecarboxaldehyde, 2-furancarboxaldehyde, benzaldehyde, phenylacetaldehyde, hydrocinnamaldehyde) and acetone. The cross resistance of these compounds towards a set of
J M Holmes et al.
Journal of medicinal chemistry, 37(11), 1646-1651 (1994-05-27)
A series of 4-substituted 2-thiophenesulfonamides was prepared from 3-thiophenecarboxaldehyde using metalation chemistry developed for 3-furaldehyde. Several of these compounds inhibit carbonic anhydrase II in vitro at concentrations of less than 10 nM. In addition, none of these compounds exhibit sensitization
1, 2-Di-3-thienyl-2-hydroxyethanone (3, 3′-thenoin).
Crundwell G, et al.
Acta Crystallographica Section E, Structure Reports Online, 58(6), o668-o670 (2002)
Kollur Shiva Prasad et al.
Molecules (Basel, Switzerland), 25(12) (2020-06-26)
Herein we report the synthesis and structural elucidation of two novel imine-based ligands, 2-(1,10-phenanthrolin-5-yl)imino)methyl)-5-bromophenol (PIB) and N-(1,10-phenanthrolin-5-yl)-1-(thiophen-3-yl)methanimine (PTM) ligands. An in vitro cytotoxicity assay of the synthesized molecules was carried out against breast, cervical, colorectal, and prostate cancer cell lines
Kyungsil Yoon et al.
Cells, 8(3) (2019-03-15)
Chicken ovalbumin upstream promoter-transcription factor I (COUP-TFI) is an orphan receptor and member of the nuclear receptor superfamily. Among a series of methylene substituted diindolylmethanes (C-DIMs) containing substituted phenyl and heteroaromatic groups, we identified 1,1-bis(3'-indolyl)-1-(4-pyridyl)-methane (DIM-C-Pyr-4) as an activator of

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