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CS-W001157 4
Total: USD 88.00

(4-Bromophenyl)triphenylsilane

  • CAS No. 18737-40-1

  • Cat. No. CS-0156589
  • Molecule weight415.40
  • Purity≥97%
  • MDL No.MFCD00093371

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

(4-Bromophenyl)triphenylsilane|CS-0156589

Structure of 18737-40-1

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General Information

  • CAS No. 18737-40-1
  • Cat. No. CS-0156589
  • Purity ≥97%
  • MDL No. MFCD00093371
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₁₉BrSi
  • Molecular Weight 415.40
  • Synonym(s) 4-Bromotetraphenylsilane
  • SMILES C1=CC=C(C=C1)[Si](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=C(C=C4)Br

Description

(4-Bromophenyl)triphenylsilane features a brominated aryl group attached to a triphenylsilyl moiety, enabling robust cross-coupling transformations. This bench-stable reagent facilitates efficient palladium-catalyzed reactions under standard conditions, delivering high yields in the construction of biaryl architectures with minimal side-product formation.

Application

(4-Bromophenyl)triphenylsilane serves as a stable, bench-ready arylsilane building block for palladium-catalyzed cross-coupling reactions. Its bromo group enables efficient Suzuki-Miyaura coupling with boronic acids, while the triphenylsilyl moiety provides steric protection and enhances solubility. The compound exhibits excellent functional group tolerance and facilitates clean, high-yielding transformations in complex molecule synthesis.

Synthesis

  • Route1
    • null|null
      76-86-8
    • In-stock
      1,4-Dibromobenzene|CS-0000003
      106-37-6
    • ~98%
    • In-stock
      (4-Bromophenyl)triphenylsilane|CS-0156589
      18737-40-1

    References

    • Journal of Organic Chemistry, , vol. 72, # 16 p. 6241 - 6246
  • Route2
    • null|null
      76-86-8
    • null|null
      22480-64-4
    • ~76%
    • In-stock
      (4-Bromophenyl)triphenylsilane|CS-0156589
      18737-40-1

    References

    • Journal of the American Chemical Society, , vol. 72, p. 995 Sbornik statei Obshchestva chim. Akad. Nauk SSSR (russ.), , vol. 1, p. 278 - 284 C. A., , p. 912
  • Route3
    • (4-Bromophenyl)Trichlorosilane|CS-0769858
      18164-08-4
    • null|null
      591-51-5
    • ~35%
    • In-stock
      (4-Bromophenyl)triphenylsilane|CS-0156589
      18737-40-1

    References

    • Journal of the American Chemical Society, , vol. 72, p. 995 Sbornik statei Obshchestva chim. Akad. Nauk SSSR (russ.), , vol. 1, p. 278 - 284 C. A., , p. 912

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.8265
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   4

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