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578797

3-Ethynylthiophene

96%

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About This Item

Empirical Formula (Hill Notation):
C6H4S
CAS Number:
67237-53-0
Molecular Weight:
108.16
NACRES:
NA.22
PubChem Substance ID:
24880952
UNSPSC Code:
12352100
MDL number:
MFCD04039973
Assay:
96%

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InChI

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

SMILES string

C#Cc1ccsc1

InChI key

MJHLPKWONJUCFK-UHFFFAOYSA-N

assay

96%

refractive index

n20/D 1.5800 (lit.)

bp

152-153 °C (lit.)

density

1.098 g/mL at 25 °C (lit.)

Quality Level

200

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This Item
638587510424444197
3-Ethynylthiophene 96%

Sigma-Aldrich

578797

3-Ethynylthiophene

3-Methylbenzothiophene 96%

Sigma-Aldrich

638587

3-Methylbenzothiophene

3-Butylthiophene 96%

Sigma-Aldrich

510424

3-Butylthiophene

3-Ethyl-3-oxetanemethanol 96%

Sigma-Aldrich

444197

3-Ethyl-3-oxetanemethanol

assay

96%

assay

96%

assay

96%

assay

96%

bp

152-153 °C (lit.)

bp

72-74 °C/2 mmHg (lit.)

bp

181-183 °C (lit.)

bp

96 °C/4 mmHg (lit.)

density

1.098 g/mL at 25 °C (lit.)

density

1.106 g/mL at 25 °C (lit.)

density

0.957 g/mL at 25 °C (lit.)

density

1.019 g/mL at 25 °C (lit.)

refractive index

n20/D 1.5800 (lit.)

refractive index

n20/D 1.6240 (lit.)

refractive index

n20/D 1.501 (lit.)

refractive index

n20/D 1.453 (lit.)

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000487197
0000487197
0000457100
0000457100
0000433831

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"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 and photophysical properties of novel unsymmetrical metal-free and metallophthalocyanines"
Ozcesmeci I, et al.
Journal of Organometallic Chemistry, 750, 125-131 (2014)
"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)
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
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