Skip to Content
MilliporeSigma
All Photos(3)

Key Documents

View All Documentation

578797

Sigma-Aldrich

3-Ethynylthiophene

96%

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C6H4S
CAS Number:
67237-53-0
Molecular Weight:
108.16
MDL number:
MFCD04039973
UNSPSC Code:
12352100
PubChem Substance ID:
24880952
NACRES:
NA.22

assay

96%

refractive index

n20/D 1.5800 (lit.)

bp

152-153 °C (lit.)

density

1.098 g/mL at 25 °C (lit.)

SMILES string

C#Cc1ccsc1

InChI

1S/C6H4S/c1-2-6-3-4-7-5-6/h1,3-5H

InChI key

MJHLPKWONJUCFK-UHFFFAOYSA-N

Application

3-Ethynylthiophene may be used in the synthesis of the following:
  • 1-(2-bromobenzyl)-4-(thiophen-3-yl)-1H-1,2,3-triazole which is obtained by heating with 2-iodophenylethylazide in the presence of copper acetate monohydrate catalyst in N-methyl-2-pyrrolidone
  • N-benzyl-1-phenyl-5-(thiophen-3-yl)-4-pentyn-2-amine via a multi-step reaction process
  • [(C4H3S-3)C≡CAg]n, a polymeric compound obtained via reaction with silver nitrate in the presence of triethylamine in acetonitrile
  • 4,5-bis(thiophen-3-ylethynyl)phthalonitrile via Sonogashira cross-coupling reaction with 4,5-dichlorophthalonitrile

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

115.0 °F - closed cup

flash_point_c

46.1 °C - closed cup

ppe

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BGBB6913
BGBB3555V
BGBB3555
MKBF4843V
BGBB1902

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 2

1 of 2

2-Ethylthiophene 97%

Sigma-Aldrich

E49207

2-Ethylthiophene

1-Ethynylcyclohexene 99%

Sigma-Aldrich

316571

1-Ethynylcyclohexene

"An easy synthetic approach to 1, 2, 3-triazole-fused heterocycles"
Fiandanese V, et al.
Tetrahedron, 66(46), 8846-8853 (2010)
"Silver (I)- Thiophene p Interaction in the Assembly of Coordination Networks with the Supramolecular Synthons R- C? C? Ag n (R= 2-or 3-thienyl; n= 4)"
Zhao L, et al.
Organometallics, 26(18), 4439- 4448 (2007)
"Synthesis, analysis of spectroscopic and nonlinear optical properties of the novel compound:(S)-N-benzyl-1-phenyl-5-(thiophen-3-yl)-4-pentyn-2-amine"
Karabacak M, et al.
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 97, 556-567 (2012)
"Synthesis and photophysical properties of novel unsymmetrical metal-free and metallophthalocyanines"
Ozcesmeci I, et al.
Journal of Organometallic Chemistry, 750, 125-131 (2014)
Qing Li et al.
Marine drugs, 16(4) (2018-03-31)
Chitosan is an abundant and renewable polysaccharide, which exhibits attractive bioactivities and natural properties. Improvement such as chemical modification of chitosan is often performed for its potential of providing high bioactivity and good water solubility. A new class of chitosan
View All Related Papers

Articles

New Aromatic Terminal Alkynes

The terminal alkyne functionality has a wide range of applications including most recently the synthesis of spiropyran substituted 2,3-dicyanopyrazines and (±)-asteriscanolide, as well as conversion to enamines using resin-bound 2° amines.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service