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CS-W001157 4
Total: USD 88.00

1-Bromo-4-(phenylethynyl)benzene

  • CAS No. 13667-12-4

  • Cat. No. CS-0156582
  • Purity≥98%
  • MDL No.MFCD01596910

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

1-Bromo-4-(phenylethynyl)benzene|CS-0156582

Structure of 13667-12-4

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General Information

  • CAS No. 13667-12-4
  • Cat. No. CS-0156582
  • Purity ≥98%
  • MDL No. MFCD01596910
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₉Br
  • Molecular Weight 257.13
  • Synonym(s) Benzene,1-bromo-4-(2-phenylethynyl)-
  • SMILES C1=CC=C(C=C1)C#CC2=CC=C(C=C2)Br

Description

Cyclopentanone is used as an intermediate in the synthesis of rubber adhesives, synthetic resins, pharmaceuticals and biologically active compounds. It acts as precursor for the preparation of cyclopentamine and also pentethylcyclanone, cyclopentobarbital. It is a useful laboratory reagent and is used as thinner for epoxies. It can also be used as a solvent in paint and varnish removers and for electronic applications. As a dry cleaning agent, it is used for oil extraction. It is also involved in the preparation of cyclopentanone derivatives like cyclopenylamine and cyclopentanol which find application in the perfume industry.

Application

1-Bromo-4-(phenylethynyl)benzene serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient construction of conjugated biaryls and extended π-systems. The bromo group facilitates Pd-catalyzed cross-couplings, while the terminal alkyne supports Sonogashira and Glaser-type homocoupling protocols. Its bench-stable nature and compatibility with diverse functional groups make it ideal for synthetic applications in materials science and medicinal chemistry.

Synthesis

  • Route1

    References

    • Li, Tingyi; Sun, Peng; Yang, Hailong; Zhu, Yan; Yan, Hong; Lu, Linhua; Mao, Jincheng Tetrahedron, 2012 , vol. 68, # 32 p. 6413 - 6419
  • Route2

    References

    • Wang, Shihua; Wang, Min; Wang, Lei; Wang, Bo; Li, Pinhua; Yang, Jin Tetrahedron, 2011 , vol. 67, # 26 p. 4800 - 4806
  • Route3
    • In-stock
      4-Bromoiodobenzene|CS-W008977
      589-87-7
    • null|null
      536-74-3
    • ~93%
    • In-stock
      1-Bromo-4-(phenylethynyl)benzene|CS-0156582
      13667-12-4

    References

    • Rao Volla, Chandra M.; Vogel, Pierre Tetrahedron Letters, 2008 , vol. 49, # 41 p. 5961 - 5964

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   0
  • LogP   3.8489
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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