5-ethynylpyridine-2-carbonitrile


Chemical Name: 5-ethynylpyridine-2-carbonitrile
CAS Number: 1211584-19-8
Product Number: AG009F40(AGN-PC-0WB2IP)
Synonyms:
MDL No:
Molecular Formula: C8H4N2
Molecular Weight: 128.1308

Identification/Properties


Computed Properties
Molecular Weight:
128.134g/mol
XLogP3:
1.2
Hydrogen Bond Donor Count:
0
Hydrogen Bond Acceptor Count:
2
Rotatable Bond Count:
1
Exact Mass:
128.037g/mol
Monoisotopic Mass:
128.037g/mol
Topological Polar Surface Area:
36.7A^2
Heavy Atom Count:
10
Formal Charge:
0
Complexity:
202
Isotope Atom Count:
0
Defined Atom Stereocenter Count:
0
Undefined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Covalently-Bonded Unit Count:
1
Compound Is Canonicalized:
Yes

Safety Information


GHS Pictogram:
N/A
Signal Word:
UN#:
-
Hazard Statements:
-
Precautionary Statements:
Class:
-
Packing Group:
-

NMR Spectrum


Other Analytical Data


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Chemical Structure



5-Ethynylpicolinonitrile, also known as 5-EPN, is a versatile compound widely utilized in chemical synthesis. Its unique structure and reactivity make it a valuable building block for various organic transformations. 5-EPN is commonly employed in the synthesis of heterocyclic compounds, pharmaceuticals, and functional materials due to its ability to participate in diverse chemical reactions.In organic synthesis, 5-Ethynylpicolinonitrile serves as a key precursor for the preparation of pyridine derivatives. By undergoing Sonogashira coupling with terminal alkynes, 5-EPN can be transformed into substituted pyridines, which are important structural motifs found in many natural products and pharmaceutical agents. Additionally, the ethynyl group in 5-EPN enables further derivatization through reactions such as click chemistry, allowing for the introduction of various functional groups with high regioselectivity.Furthermore, 5-Ethynylpicolinonitrile plays a crucial role in the synthesis of π-conjugated molecules for applications in organic electronics and optoelectronic devices. The conjugated nature of 5-EPN facilitates its incorporation into π-systems, enhancing the electronic properties of the resulting materials. This makes 5-EPN a valuable precursor for the development of organic semiconductors, light-emitting diodes, and photovoltaic devices.Overall, the application of 5-Ethynylpicolinonitrile in chemical synthesis demonstrates its utility as a versatile reagent for the construction of complex molecular structures with diverse functionalities. Its compatibility with various synthetic methodologies makes it a valuable tool for the preparation of novel compounds with potential applications across a range of scientific disciplines.