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CS-W001157 4
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1-Ethynyl-4-isopropylbenzene

  • CAS No. 23152-99-0

  • Cat. No. CS-0076922
  • Purity≥97%
  • MDL No.MFCD03839988

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

1-Ethynyl-4-isopropylbenzene|CS-0076922

Structure of 23152-99-0

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General Information

  • CAS No. 23152-99-0
  • Cat. No. CS-0076922
  • Purity ≥97%
  • MDL No. MFCD03839988
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₂
  • Molecular Weight 144.21
  • Synonym(s) Benzene, 1-ethynyl-4-(1-methylethyl)-
  • SMILES C#CC1=CC=C(C(C)C)C=C1

Description

1-Ethynyl-4-isopropylbenzene is a sterically hindered arylacetylene featuring a para-substituted isopropyl group that enhances solubility and stability. This bench-stable alkyne integrates readily into Sonogashira coupling reactions, enabling efficient construction of conjugated biaryls and extended π-systems under mild conditions.

Application

1-Ethynyl-4-isopropylbenzene serves as a versatile alkyne building block in transition-metal-catalyzed coupling reactions, enabling efficient construction of conjugated systems and complex aryl architectures. Its bench-stable terminal alkyne functionality exhibits excellent compatibility with palladium- and copper-based coupling protocols, facilitating straightforward access to substituted biaryls and extended π-conjugated frameworks. The isopropyl group provides steric bulk and enhanced solubility, improving purification and process robustness in multi-step syntheses.

Synthesis

  • Route1
    • null|null
      384850-37-7
    • ~49%
    • In-stock
      1-Ethynyl-4-isopropylbenzene|CS-0076922
      23152-99-0

    References

    • Matulenko, Mark A.; Paight, Ernest S.; Frey, Robin R.; Gomtsyan, Arthur; DiDomenico Jr., Stanley; Jiang, Meiqun; Lee, Chih-Hung; Stewart, Andrew O.; Yu, Haixia; Kohlhaas, Kathy L.; Alexander, Karen M.; McGaraughty, Steve; Mikusa, Joseph; Marsh, Kennan C.; Muchmore, Steven W.; Jakob, Clarissa L.; Kowaluk, Elizabeth A.; Jarvis, Michael F.; Bhagwat, Shripad S. Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 4 p. 1586 - 1605
  • Route2

    References

    • Organic Letters, , vol. 14, # 16 p. 4070 - 4073
  • Route3

    References

    • Bioorganic and Medicinal Chemistry, , vol. 15, # 4 p. 1586 - 1605

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   2.7913
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   1

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