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CS-W001157 4
Total: USD 88.00

1-Bromo-4-(difluoromethyl)benzene

  • CAS No. 51776-71-7

  • Cat. No. CS-0068749
  • Purity≥98%
  • MDL No.MFCD06657964

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

1-Bromo-4-(difluoromethyl)benzene|CS-0068749

Structure of 51776-71-7

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General Information

  • CAS No. 51776-71-7
  • Cat. No. CS-0068749
  • Purity ≥98%
  • MDL No. MFCD06657964
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrF₂
  • Molecular Weight 207.02
  • Synonym(s) Benzene, 1-bromo-4-(difluoromethyl)-
  • SMILES FC(C1=CC=C(Br)C=C1)F

Description

1-Bromo-4-(difluoromethyl)benzene features a para-substituted aryl bromide with a difluoromethyl group enhancing electron-withdrawal and metabolic stability. This bench-stable, moisture-tolerant reagent integrates readily into cross-coupling reactions, enabling efficient construction of fluorinated aromatic architectures in medicinal chemistry and materials science.

Application

1-Bromo-4-(difluoromethyl)benzene serves as a versatile building block in medicinal chemistry and materials science, enabling direct introduction of a difluoromethyl group adjacent to a bromo-functionalized aromatic ring. Its bench-stable nature and compatibility with palladium-catalyzed cross-coupling reactions facilitate efficient synthesis of fluorinated biaryls and complex heterocycles. The difluoromethyl moiety offers enhanced metabolic stability and modulated lipophilicity, making this compound valuable for targeted scaffold elaboration in drug discovery workflows.

Synthesis

  • Route1

    References

    • Pfizer Inc. Patent: US2012/214791 A1, 2012 ; Location in patent: Page/Page column 27 ; US 20120214791 A1
  • Route2

    References

    • Mizuta, Satoshi; Stenhagen, Ida S.R.; O'Duill, Miriam; Wolstenhulme, Jamie; Kirjavainen, Anna K.; Forsback, Sarita J.; Tredwell, Matthew; Sandford, Graham; Moore, Peter R.; Huiban, Mickael; Luthra, Sajinder K.; Passchier, Jan; Solin, Olof; Gouverneur, Veronique Organic Letters, 2013 , vol. 15, # 11 p. 2648 - 2651
  • Route3

    References

    • Fujikawa, Kenichi; Fujioka, Yasutaka; Kobayashi, Akira; Amii, Hideki Organic Letters, 2011 , vol. 13, # 20 p. 5560 - 5563

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02
Signal Word : Danger
UN#: 1993
Class : 3
Packing Group : Ⅲ
Hazard Statements : H225-H315-H319-H335
Precautionary Statements : P210-P240-P242-P243-P261-P264-P270-P271-P280-P330-P370+P378-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.3867
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   1

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