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CS-W001157 4
Total: USD 88.00

4-Butylphenylacetylene

  • CAS No. 79887-09-5

  • Cat. No. CS-W016197
  • Purity≥95%
  • MDL No.MFCD00173885

*For research and further manufacturing use only, not for direct human use.

4-Butylphenylacetylene|CS-W016197

Structure of 79887-09-5

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General Information

  • CAS No. 79887-09-5
  • Cat. No. CS-W016197
  • Purity ≥95%
  • MDL No. MFCD00173885
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₄
  • Molecular Weight 158.24
  • Synonym(s) 4-butylphenylacetylene,
  • SMILES C(CCC)C1=CC=C(C=C1)C#C

Description

4-Butylphenylacetylene features a terminal alkyne group conjugated to an electron-rich aromatic ring, enabling efficient coupling reactions in cross-coupling and click chemistry. The butyl substituent enhances solubility and reduces aggregation, improving handling under standard conditions. This compound serves as a modular building block for functionalized arenes and advanced materials.

Application

4-Butylphenylacetylene serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to conjugated arylalkynes. Its terminal alkyne functionality facilitates Sonogashira coupling with aryl halides and other cross-coupling protocols under mild conditions. The butyl-substituted phenyl group enhances solubility and provides steric modulation, improving handling and purification in synthetic workflows. This compound functions reliably in the construction of extended π-systems and functionalized aromatic scaffolds relevant to materials science and medicinal chemistry.

Synthesis

  • Route1
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      155906-12-0
    • ~84%
    • In-stock
      4-Butylphenylacetylene|CS-W016197
      79887-09-5

    References

    • Khoo, Iam Choon; Webster, Scott; Kubo, Shoichi; Youngblood, W. Justin; Liou, Justin D.; Mallouk, Thomas E.; Lin, Ping; Hagan, David J.; Van Stryland, Eric W. Journal of Materials Chemistry, 2009 , vol. 19, # 40 p. 7525 - 7531
  • Route2
    • null|null
      202524-78-5
    • ~%
    • In-stock
      4-Butylphenylacetylene|CS-W016197
      79887-09-5

    References

    • Journal of Medicinal Chemistry, , vol. 34, # 4 p. 1440 - 1446
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    References

    • Molecular Crystals and Liquid Crystals Science and Technology Section A: Molecular Crystals and Liquid Crystals, , vol. 364, p. 711 - 718

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.0105
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   3

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