Cas no 1224430-39-0 (4-Hexylthiophene-2-carbonitrile)

4-Hexylthiophene-2-carbonitrile is a specialized organic compound featuring a thiophene ring substituted with a hexyl chain at the 4-position and a nitrile group at the 2-position. This structure imparts unique electronic and solubility properties, making it valuable in organic electronics, particularly in the synthesis of conjugated polymers for optoelectronic applications. Its extended alkyl chain enhances solubility in common organic solvents, facilitating solution-based processing. The electron-withdrawing nitrile group contributes to tunable electronic characteristics, useful in designing materials for organic semiconductors or photovoltaic devices. The compound serves as a versatile building block in materials science research, enabling precise control over molecular architecture and performance.
4-Hexylthiophene-2-carbonitrile structure
1224430-39-0 structure
Product Name:4-Hexylthiophene-2-carbonitrile
CAS No:1224430-39-0
MF:C11H15NS
MW:193.30850148201
MDL:MFCD18413940
CID:1090154
PubChem ID:253660920
Update Time:2025-05-21

4-Hexylthiophene-2-carbonitrile Chemical and Physical Properties

Names and Identifiers

    • 4-Hexylthiophene-2-carbonitrile
    • 2-Cyano-4-hexylthiophene
    • 4-Hexyl-2-thiophenecarbonitrile
    • LFLOKABSZNAYLC-UHFFFAOYSA-N
    • AX8282300
    • ZYB43039
    • SCHEMBL820009
    • 1224430-39-0
    • 2-Thiophenecarbonitrile, 4-hexyl-
    • H1503
    • D91040
    • MFCD18413940
    • DTXSID30729232
    • MDL: MFCD18413940
    • Inchi: 1S/C11H15NS/c1-2-3-4-5-6-10-7-11(8-12)13-9-10/h7,9H,2-6H2,1H3
    • InChI Key: LFLOKABSZNAYLC-UHFFFAOYSA-N
    • SMILES: S1C(C#N)=CC(=C1)CCCCCC

Computed Properties

  • Exact Mass: 193.09252066g/mol
  • Monoisotopic Mass: 193.09252066g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 5
  • Complexity: 182
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 52
  • XLogP3: 4.6

Experimental Properties

  • Density: 1.0030
  • Refractive Index: 1.5170 to 1.5210

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4-Hexylthiophene-2-carbonitrile Suppliers

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(CAS:1224430-39-0)4-Hexylthiophene-2-carbonitrile
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Stock Status:in Stock
Quantity:5g
Purity:95%
Pricing Information Last Updated:Friday, 25 July 2025 14:34
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Additional information on 4-Hexylthiophene-2-carbonitrile

4-Hexylthiophene-2-carbonitrile: A Comprehensive Overview

4-Hexylthiophene-2-carbonitrile (CAS No. 1224430-39-0) is a versatile organic compound that has garnered significant attention in the fields of materials science, organic electronics, and pharmaceutical research. This compound is characterized by its thiophene ring, a five-membered heterocyclic aromatic system, substituted with a hexyl group at the 4-position and a cyano group at the 2-position. The unique combination of these substituents imparts distinctive electronic and structural properties to the molecule, making it a valuable building block for advanced materials and functional molecules.

The synthesis of 4-Hexylthiophene-2-carbonitrile involves multi-step organic reactions, often utilizing thiophene derivatives as starting materials. Recent advancements in catalytic methods and green chemistry have enabled more efficient and environmentally friendly routes to this compound. For instance, researchers have explored the use of transition metal catalysts to facilitate coupling reactions, significantly improving yield and purity. These developments underscore the growing emphasis on sustainable practices in modern organic synthesis.

One of the most promising applications of 4-Hexylthiophene-2-carbonitrile lies in its potential as a precursor for conducting polymers. The thiophene moiety is well-known for its ability to form π-conjugated systems, which are essential for electrical conductivity in materials such as polythiophenes. By incorporating the cyano group and hexyl substituent, this compound can be tailored to enhance specific properties like electron mobility or thermal stability. Recent studies have demonstrated that polymers derived from 4-Hexylthiophene-2-carbonitrile exhibit improved charge transport characteristics, making them suitable for applications in flexible electronics and energy storage devices.

In addition to its role in materials science, 4-Hexylthiophene-2-carbonitrile has shown potential in pharmaceutical research. The cyano group introduces electron-withdrawing effects, which can modulate the electronic properties of the molecule and enhance its bioactivity. Researchers have investigated its ability to act as a ligand in metalloenzyme mimics or as a component in drug delivery systems. Furthermore, the hexyl substituent contributes to the molecule's lipophilicity, potentially improving its solubility and bioavailability when used in medicinal compounds.

The physical and chemical properties of 4-Hexylthiophene-2-carbonitrile are heavily influenced by its molecular structure. The thiophene ring provides aromatic stability, while the cyano group introduces polarity and increases the compound's dipole moment. The hexyl chain enhances hydrophobicity and may influence intermolecular interactions, such as van der Waals forces or π-π stacking. These properties make 4-Hexylthiophene-2-carbonitrile an ideal candidate for studying structure-property relationships in organic semiconductors and biomolecules.

Recent breakthroughs in computational chemistry have further elucidated the electronic structure of 4-Hexylthiophene-2-carbonitrile. Density functional theory (DFT) calculations have revealed that the cyano group significantly alters the HOMO-LUMO gap of the molecule, potentially enhancing its optical absorption properties. This insight has implications for its use in photovoltaic devices or light-emitting diodes (LEDs), where precise control over electronic transitions is critical.

In conclusion, 4-Hexylthiophene-2-carbonitrile (CAS No. 1224430-39-0) is a multifaceted compound with applications spanning materials science, electronics, and pharmaceuticals. Its unique structure enables tailored functionality through chemical substitution, while recent advancements in synthesis and characterization techniques continue to unlock its full potential. As research progresses, this compound is poised to play an increasingly important role in developing next-generation materials and therapeutic agents.

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SunaTech Inc.
(CAS:1224430-39-0)4-Hexylthiophene-2-carbonitrile
IN1112
Purity:95%
Quantity:5g
Price ($):Inquiry
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