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CS-W001157 4
Total: USD 88.00

1-Bromo-4-phenoxybenzene

  • CAS No. 101-55-3

  • Cat. No. CS-M1054
  • Purity≥97%
  • MDL No.MFCD00000094

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

1-Bromo-4-phenoxybenzene|CS-M1054

Structure of 101-55-3

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General Information

  • CAS No. 101-55-3
  • Cat. No. CS-M1054
  • Purity ≥97%
  • MDL No. MFCD00000094
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₉BrO
  • Molecular Weight 249.11
  • Synonym(s) p-Bromodiphenyl ether; 4-Bromophenoxybenzene
  • SMILES BrC1=CC=C(C=C1)OC2=CC=CC=C2

Description

1-Bromo-4-phenoxybenzene features a phenoxy substituent positioned para to a bromine atom on an aromatic ring, enabling selective coupling reactions in pharmaceutical synthesis. This electron-deficient aryl halide exhibits enhanced stability and compatibility with palladium-catalyzed cross-coupling protocols under standard conditions.

Application

1-Bromo-4-phenoxybenzene serves as a versatile aryl halide building block in palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation under standard Suzuki, Stille, and Negishi conditions. Its phenoxy substituent provides enhanced solubility and stability compared to non-substituted analogs, while the bromine functionality offers predictable reactivity with broad functional group tolerance. This compound is particularly useful for constructing biaryl scaffolds found in agrochemicals and advanced materials.

Synthesis

  • Route1
    • In-stock
      Iodobenzene|CS-W008603
      591-50-4
    • null|null
      106-41-2
    • ~68%
    • In-stock
      1-Bromo-4-phenoxybenzene|CS-M1054
      101-55-3

    References

    • Swapna, Kokkirala; Murthy, Sabbavarapu Narayana; Jyothi, Mocharla Tarani; Nageswar, Yadavalli Venkata Durga Organic and Biomolecular Chemistry, 2011 , vol. 9, # 17 p. 5978 - 5988
  • Route2
    • null|null
      108-86-1
    • null|null
      106-41-2
    • ~57%
    • In-stock
      1-Bromo-4-phenoxybenzene|CS-M1054
      101-55-3

    References

    • Kumar, Sangit; Kumar, Amit; Bhakuni, Bhagat Singh; Prasad, Ch. Durga; Kumar, Shailesh Tetrahedron, 2013 , vol. 69, # 26 p. 5383 - 5392
  • Route3
    • In-stock
      4-Bromoiodobenzene|CS-W008977
      589-87-7
    • null|null
      108-95-2
    • ~97%
    • In-stock
      1-Bromo-4-phenoxybenzene|CS-M1054
      101-55-3

    References

    • Yang, Shuliang; Wu, Cunqi; Zhou, Hua; Yang, Yanqin; Zhao, Yongxia; Wang, Chenxu; Yang, Wei; Xu, Jingwei Advanced Synthesis and Catalysis, 2013 , vol. 355, # 1 p. 53 - 58

Safety Information

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GHS Pictogram :
GHS No : GHS05,GHS07,GHS09
Signal Word : Danger
UN#: 3082
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H317-H318-H410
Precautionary Statements : P261-P264-P270-P272-P273-P280-P302+P352-P330-P362+P364-P391-P501

Quality Control

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   4.2414
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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