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CS-W001157 4
Total: USD 88.00

1-Ethynyl-4-nitrobenzene

  • CAS No. 937-31-5

  • Cat. No. CS-W004674
  • Purity≥98%
  • MDL No.MFCD00024794

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

1-Ethynyl-4-nitrobenzene|CS-W004674

Structure of 937-31-5

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General Information

  • CAS No. 937-31-5
  • Cat. No. CS-W004674
  • Purity ≥98%
  • MDL No. MFCD00024794
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅NO₂
  • Molecular Weight 147.13
  • Synonym(s) 4-Nitrophenylacetylene
  • SMILES O=[N+](C1=CC=C(C#C)C=C1)[O-]

Description

1-Ethynyl-4-nitrobenzene features a terminal alkyne coupled to a para-nitro aromatic ring, enabling efficient copper-catalyzed coupling reactions. The electron-deficient aryl group enhances reactivity in click chemistry applications, while the acetylenic functionality offers robust compatibility with palladium and nickel catalysis. This compound delivers precise structural integration in conjugated systems and functional materials.

Application

1-Ethynyl-4-nitrobenzene serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to conjugated enynes and extended π-systems. The nitro group enhances regioselectivity in Sonogashira couplings, while the terminal alkyne offers high functional group tolerance and compatibility with standard purification methods. Its bench-stable nature and predictable reactivity make it ideal for constructing complex molecular architectures in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Journal of Chemical Research, , # 12 p. 728 - 732
  • Route2
    • null|null
      636-98-6
    • null|null
      1066-54-2
    • ~74%
    • In-stock
      1-Ethynyl-4-nitrobenzene|CS-W004674
      937-31-5

    References

    • Synthesis, , # 5 art. no. F14804SS, p. 804 - 808
  • Route3
    • In-stock
      Trimethyl((4-nitrophenyl)ethynyl)silane|CS-0466369
      75867-38-8
    • null|null
      586-78-7
    • ~86%
    • In-stock
      1-Ethynyl-4-nitrobenzene|CS-W004674
      937-31-5

    References

    • US4720567 A1, ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   43.14
  • LogP   1.5761
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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