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469920

Sigma-Aldrich

2-Ethynylpyridine

98%

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Synonym(s):
2-Pyridinylethyne, 2-Pyridylacetylene, Pyridin-2-ylacetylene
Empirical Formula (Hill Notation):
C7H5N
CAS Number:
Molecular Weight:
103.12
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

refractive index

n20/D 1.56 (lit.)

bp

85 °C/12 mmHg (lit.)

density

1.021 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C#Cc1ccccn1

InChI

1S/C7H5N/c1-2-7-5-3-4-6-8-7/h1,3-6H

InChI key

NHUBNHMFXQNNMV-UHFFFAOYSA-N

General description

2-Ethynylpyridine is a pyridine derivative.

Application

2-Ethynylpyridine has been used to synthesize:
  • poly(2-ethynyl-N-iodopyridinium iodide), via in-situ uncatalyzed polymerization
  • poly[2-ethynyl-N-(2-furoyl)pyridinium chloride
  • poly[2-ethynyl-N-(propylsulfonate)pyridinium betaine]
  • 4-(2′-pyridyl)-1,2,3-triphospholide anion, via reaction with anionic heptaphosphide clusters
  • poly[N-(carboxymethyl)-2-ethynylpyridinium bromide], a new water-soluble ionic conjugated polymer
  • self-doped ionic conjugated polymer, poly(2-ethynylpyridinimum N-benzoylsulfonate).

Other Notes

It may darken in storage with no loss in purity.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Yeong-Soon Gal et al.
Journal of nanoscience and nanotechnology, 14(8), 6247-6250 (2015-05-06)
A new ionic polyacetylene derivative with furoyl substituents was prepared by the uncatalyzed polymerization of 2-ethynylpyridine by using 2-furoyl chloride in high yield. The polymer structure was characterized by such instrumental methods as NMR, IR, and UV-visible spectroscopies to have
Cecilia Zavala-Tecuapetla et al.
Pharmacological reports : PR, 66(5), 927-930 (2014-08-26)
Action of an antagonist of metabotropic glutamate receptors subtype 5 MTEP was studied in a model of complex partial seizures. Dorsal hippocampus of rat pups 12, 18 and 25 days old was stimulated six times with 10-min intervals. MTEP (20
Yeong-Soon Gal et al.
Journal of nanoscience and nanotechnology, 12(5), 4361-4364 (2012-08-03)
A new water-soluble ionic conjugated polymer, poly[N-(carboxymethyl)-2-ethynylpyridinium bromide], was prepared by the activated polymerization of 2-ethynylpyridine by using bromoacetic acid. This polymerization proceeded well in mild reaction conditions without any additional initiator or catalyst. The polymer structure was characterized by
Yeong-Soon Gal et al.
Journal of nanoscience and nanotechnology, 14(10), 8028-8032 (2015-05-07)
Poly(2-ethynyl-N-iodopyridinium iodide) [PEIPI] was easily prepared via in-situ uncatalyzed polymerization of 2-ethynylpyridine by using iodine. The activated acetylenic bond of 2-ethynyl-N-iodopyridinium iodide formed at the initial reaction time was assumed to be susceptible to linear polymerization, followed by an identical
Robert S P Turbervill et al.
Inorganic chemistry, 52(9), 5527-5534 (2013-04-24)
Reactions between anionic heptaphosphide clusters ([P7](3-)/[HP7](2-)) and 2-ethynylpyridine yielded the 4-(2'-pyridyl)-1,2,3-triphospholide anion ([P3C2H(2-C5H4N)](-); 1). This species was isolated as a compositionally pure [K(2,2,2-crypt)](+) salt in moderate yields. Preliminary coordination studies of 1 toward Mo(CO)6 or Mo(py)3(CO)3 (py = pyridine) afforded

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