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CS-W001157 4
Total: USD 88.00

4-Benzyloxybromobenzene

  • CAS No. 6793-92-6

  • Cat. No. CS-W001227
  • Purity≥98%
  • MDL No.MFCD00028016

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

4-Benzyloxybromobenzene|CS-W001227

Structure of 6793-92-6

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General Information

  • CAS No. 6793-92-6
  • Cat. No. CS-W001227
  • Purity ≥98%
  • MDL No. MFCD00028016
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₁BrO
  • Molecular Weight 263.13
  • Synonym(s) Benzyl 4-Bromophenyl Ether
  • SMILES Brc1ccc(cc1)OCc1ccccc1

Description

4-Benzyloxybromobenzene features a bromine atom at the para position relative to a benzyloxy substituent, enabling selective cross-coupling reactions. This electron-rich aryl halide integrates readily into Suzuki and Stille transformations, offering efficient access to complex aromatic architectures under standard conditions.

Application

4-Benzyloxybromobenzene serves as a versatile aryl halide building block for palladium-catalyzed cross-coupling reactions, enabling efficient synthesis of biaryl architectures. The benzyloxy group provides orthogonal protection for phenolic functionalities and exhibits excellent stability under standard coupling conditions. Its bench-stable nature and compatibility with Suzuki, Stille, and Negishi protocols facilitate streamlined access to complex aromatic scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      106-41-2
    • null|null
      100-39-0
    • ~98%
    • In-stock
      4-Benzyloxybromobenzene|CS-W001227
      6793-92-6

    References

    • IRM LLC Patent: WO2007/56497 A1, 2007 ; Location in patent: Page/Page column 32 ; WO 2007/056497 A1
  • Route2
    • null|null
      106-41-2
    • null|null
      100-44-7
    • ~90%
    • In-stock
      4-Benzyloxybromobenzene|CS-W001227
      6793-92-6

    References

    • Mitsui Chemicals, Inc. Patent: EP1340743 A1, 2003 ;
  • Route3

    References

    • Hirano, Masao; Monobe, Hiroyuki; Yakabe, Shigetaka; Morimoto, Takashi Journal of Chemical Research - Part S, 1998 , # 10 p. 662 - 663

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   9.23
  • LogP   4.0281
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   3

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