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CS-W001157 4
Total: USD 88.00

1-Chloro-2-ethynylbenzene

  • CAS No. 873-31-4

  • Cat. No. CS-W002586
  • Purity≥96%
  • MDL No.MFCD00269951

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

1-Chloro-2-ethynylbenzene|CS-W002586

Structure of 873-31-4

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General Information

  • CAS No. 873-31-4
  • Cat. No. CS-W002586
  • Purity ≥96%
  • MDL No. MFCD00269951
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅Cl
  • Molecular Weight None
  • Synonym(s) None
  • SMILES C#CC1=CC=CC=C1Cl

Description

1-Chloro-2-ethynylbenzene is a chlorinated benzene derivative.1-Chloro-2-ethynylbenzene may be used in the synthesis of 4-(2-chlorophenylethynyl)-3-methyl-5-phenylisoxazole.

Application

1-Chloro-2-ethynylbenzene serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient access to biaryl and heterocyclic scaffolds. Its ortho-chloro substituent provides regioselective functionalization via palladium-catalyzed cross-coupling, while the terminal alkyne moiety supports Sonogashira and Glaser-type homocoupling processes. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      105273-33-4
    • ~%
    • In-stock
      1-Chloro-2-ethynylbenzene|CS-W002586
      873-31-4

    References

    • Synthetic Communications, , vol. 20, # 12 p. 1889 - 1892
  • Route2
    • null|null
      24654-07-7
    • ~92%
    • In-stock
      1-Chloro-2-ethynylbenzene|CS-W002586
      873-31-4

    References

    • Cheng, Xuezhi; Jia, Jun; Kuang, Chunxiang Chinese Journal of Chemistry, 2011 , vol. 29, # 11 p. 2350 - 2354
  • Route3
    • null|null
      187463-09-8
    • ~92%
    • In-stock
      1-Chloro-2-ethynylbenzene|CS-W002586
      873-31-4

    References

    • Kuang, Chunxiang; Yang, Qing; Senboku, Hisanori; Tokuda, Masao Tetrahedron, 2005 , vol. 61, # 16 p. 4043 - 4052

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H315-H319-H335
Precautionary Statements : P210-P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P370+P378-P403-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   2.3213
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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