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578797

Sigma-Aldrich

3-Ethynylthiophene

96%

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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

Signal Word

Danger

Hazard Statements

H226,H315,H318,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

115.0 °F - closed cup

Flash Point(C)

46.1 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BGBB6913
BGBB3555V
BGBB3555
MKBF4843V
BGBB1902

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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)"
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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"
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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.
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