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CS-W001157 4
Total: USD 88.00

2-Bromo-1,4-difluorobenzene

  • CAS No. 399-94-0

  • Cat. No. CS-D1221
  • Purity≥97%
  • MDL No.MFCD00000345

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

2-Bromo-1,4-difluorobenzene|CS-D1221

Structure of 399-94-0

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General Information

  • CAS No. 399-94-0
  • Cat. No. CS-D1221
  • Purity ≥97%
  • MDL No. MFCD00000345
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃BrF₂
  • Molecular Weight 192.99
  • Synonym(s) None
  • SMILES FC1=CC=C(F)C=C1Br

Description

2-Bromo-1,4-difluorobenzene features a strategically positioned bromine and two fluorine substituents on the benzene ring, enabling selective coupling reactions in pharmaceutical synthesis. This electron-deficient aryl halide exhibits enhanced stability under standard conditions and facilitates efficient cross-coupling transformations.

Application

2-Bromo-1,4-difluorobenzene serves as a versatile building block in cross-coupling chemistry, enabling the synthesis of substituted aromatic systems through Pd-catalyzed reactions. The ortho-bromine and para-fluorine substituents provide orthogonal reactivity for sequential functionalization, facilitating the construction of complex heterocycles and pharmaceutical scaffolds. Bench-stable and compatible with standard reaction conditions, it offers reliable performance in iterative synthetic sequences.

Synthesis

  • Route1
    • null|null
      540-36-3
    • ~94%
    • In-stock
      2-Bromo-1,4-difluorobenzene|CS-D1221
      399-94-0

    References

    • Prakash, G. K. Surya; Mathew, Thomas; Hoole, Dushyanthi; Esteves, Pierre M.; Wang, Qi; Rasul, Golam; Olah, George A. Journal of the American Chemical Society, 2004 , vol. 126, # 48 p. 15770 - 15776
  • Route2

    References

    • Nishina, Yuta; Takami, Keishi Green Chemistry, 2012 , vol. 14, # 9 p. 2380 - 2383
  • Route3
    • null|null
      540-36-3
    • ~%
    • In-stock
      2-Bromo-1,4-difluorobenzene|CS-D1221
      399-94-0
    • In-stock
      1,4-Dibromo-2,5-difluorobenzene|CS-W005505
      327-51-5
    • null|null
      128259-70-1
    • null|null
      128259-69-8

    References

    • Bolton, Roger; Owen, Elaine S. E. Journal of Fluorine Chemistry, 1990 , vol. 46, # 3 p. 393 - 406

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H315-H319-H335
Precautionary Statements : P210-P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P370+P378-P403-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   2.7273
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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