2-Thiophenecarbonitrile, 5-iodo-


Chemical Name: 2-Thiophenecarbonitrile, 5-iodo-
CAS Number: 18945-81-8
Product Number: AG002DP0(AGN-PC-0NBQNT)
Synonyms:
MDL No:
Molecular Formula: C5H2INS
Molecular Weight: 235.0455

Identification/Properties


Properties
BP:
262.867°C at 760 mmHg
Storage:
Inert atmosphere;2-8℃;
Form:
Solid
Computed Properties
Molecular Weight:
235.042g/mol
XLogP3:
2.3
Hydrogen Bond Donor Count:
0
Hydrogen Bond Acceptor Count:
2
Rotatable Bond Count:
0
Exact Mass:
234.895g/mol
Monoisotopic Mass:
234.895g/mol
Topological Polar Surface Area:
52A^2
Heavy Atom Count:
8
Formal Charge:
0
Complexity:
128
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


NMR Spectrum


Other Analytical Data


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Chemical Structure



5-Iodothiophene-2-carbonitrile is a versatile chemical compound that finds applications in various aspects of chemical synthesis. One notable use of this compound is as a building block in the synthesis of organic molecules with specialized properties. Due to the presence of both the thiophene and carbonitrile groups, 5-Iodothiophene-2-carbonitrile can participate in a range of important reactions such as Suzuki coupling, Sonogashira coupling, and Kumada coupling.In the context of Suzuki coupling, 5-Iodothiophene-2-carbonitrile can undergo cross-coupling reactions with arylboronic acids or esters in the presence of a palladium catalyst. This reaction allows for the formation of biaryl compounds, which are commonly found in pharmaceuticals, agrochemicals, and materials science. By utilizing 5-Iodothiophene-2-carbonitrile as a key intermediate, chemists can access a diverse array of biaryl derivatives with tailored properties.Similarly, 5-Iodothiophene-2-carbonitrile can also serve as a valuable starting material in Sonogashira and Kumada couplings, enabling the construction of carbon-carbon bonds between aryl or vinyl halides and terminal alkynes or organomagnesium reagents, respectively. These transformations are crucial for the synthesis of conjugated systems, which play a significant role in the development of organic electronic materials, such as OLEDs, organic photovoltaics, and organic semiconductors.Overall, the strategic incorporation of 5-Iodothiophene-2-carbonitrile into synthetic routes allows for the rapid assembly of complex molecules with specific structural motifs, paving the way for the discovery of novel compounds with diverse applications in medicinal chemistry, materials science, and beyond.