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CS-W001157 4
Total: USD 88.00

1,4-Dibromo-2,3-difluorobenzene

  • CAS No. 156682-52-9

  • Cat. No. CS-W018852
  • Purity≥97%
  • MDL No.MFCD09835192

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

1,4-Dibromo-2,3-difluorobenzene|CS-W018852

Structure of 156682-52-9

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General Information

  • CAS No. 156682-52-9
  • Cat. No. CS-W018852
  • Purity ≥97%
  • MDL No. MFCD09835192
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₂Br₂F₂
  • Molecular Weight None
  • Synonym(s) Benzene, 1,4-dibromo-2,3-difluoro-
  • SMILES FC1=C(F)C(Br)=CC=C1Br

Description

1,4-Dibromo-2,3-difluorobenzene features a rigid aromatic core with complementary halogen substituents enabling precise cross-coupling reactions. The bromine atoms serve as effective coupling handles, while the fluorine groups enhance electronic modulation and metabolic stability in synthetic intermediates.

Application

1,4-Dibromo-2,3-difluorobenzene serves as a versatile building block in cross-coupling reactions, enabling the construction of complex fluorinated aromatic scaffolds. Its orthogonal halogen reactivity facilitates sequential Pd-catalyzed couplings, while the difluoro substitution enhances metabolic stability and modulates electronic properties. The compound exhibits excellent bench stability and is amenable to standard purification protocols, making it well-suited for iterative synthetic strategies in medicinal chemistry and materials science.

Synthesis

  • Route1
    • (2,3-Difluoro-1,4-phenylene)bis(trimethylsilane)|CS-0570380
      867366-94-7
    • ~85%
    • In-stock
      1,4-Dibromo-2,3-difluorobenzene|CS-W018852
      156682-52-9

    References

    • Liu, Xuncheng; Cai, Ping; Chen, Zhenhui; Zhang, Lianjie; Zhang, Xiaofei; Sun, Jiangman; Wang, Haitao; Chen, Junwu; Peng, Junbiao; Chen, Hongzheng; Cao, Yong Polymer (United Kingdom), 2014 , vol. 55, # 7 p. 1707 - 1715
  • Route2
    • (2,3-Difluoro-1,4-phenylene)bis(trimethylsilane)|CS-0570380
      867366-94-7
    • ~81%
    • In-stock
      1,4-Dibromo-2,3-difluorobenzene|CS-W018852
      156682-52-9
    • (4-Bromo-2,3-difluorophenyl)trimethylsilane|CS-1223812
      1007571-40-5

    References

    • Billedeau, Roland Joseph; Sweeney, Zachary Kevin Patent: US2009/170856 A1, 2009 ; Location in patent: Page/Page column 26 ;
  • Route3
    • null|null
      367-11-3
    • ~%
    • In-stock
      1,4-Dibromo-2,3-difluorobenzene|CS-W018852
      156682-52-9

    References

    • Journal of the American Chemical Society, , vol. 133, # 23 p. 9005 - 9013

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362+P364

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.4898
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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