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CS-W001157 4
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1,4-Bis(trifluoromethyl)-2,5-dibromobenzene

  • CAS No. 2375-96-4

  • Cat. No. CS-0170456
  • Molecule weight371.90
  • Purity≥98%
  • MDL No.None

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

1,4-Bis(trifluoromethyl)-2,5-dibromobenzene|CS-0170456

Structure of 2375-96-4

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General Information

  • CAS No. 2375-96-4
  • Cat. No. CS-0170456
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₂Br₂F₆
  • Molecular Weight 371.90
  • Synonym(s) 1,4-dibromo-2,5-bis(trifluoromethyl)benzene
  • SMILES BrC1=C(C(F)(F)F)C=C(Br)C(C(F)(F)F)=C1

Description

1,4-Bis(trifluoromethyl)-2,5-dibromobenzene features two trifluoromethyl groups flanking a dibrominated aromatic core, delivering enhanced electron-withdrawing character and stability. This configuration enables efficient coupling in cross-coupling reactions, particularly in Pd-catalyzed transformations. The molecule exhibits excellent bench stability and tolerance to moisture, simplifying handling in synthetic workflows.

Application

1,4-Bis(trifluoromethyl)-2,5-dibromobenzene serves as a versatile building block for the synthesis of fluorinated aromatic scaffolds. Its orthogonal halogenation pattern enables sequential cross-coupling reactions, facilitating the construction of complex biaryl and heterocyclic architectures. The trifluoromethyl groups enhance metabolic stability and lipophilicity, making it valuable in medicinal chemistry lead optimization. Bench-stable and amenable to purification via flash chromatography, it functions reliably in Pd-catalyzed coupling protocols under standard conditions.

Synthesis

  • Route1

    References

    • Kunshenko, B. V.; Omarov, V. O.; Muratov, N. N.; Mikhailevskii, S. M.; Yagupol'skii, L. M. Journal of Organic Chemistry USSR (English Translation), 1991 ,  vol. 27,  # 1.2  p. 108 - 112Zhurnal Organicheskoi Khimii, 1991 ,  vol. 27,  # 1  p. 125 - 129

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-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   5.2492
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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