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CS-W001157 4
Total: USD 88.00

2-(4-Bromo-2-fluorophenyl)acetonitrile

  • CAS No. 114897-91-5

  • Cat. No. CS-W003384
  • Purity≥98%
  • MDL No.MFCD07368653

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

2-(4-Bromo-2-fluorophenyl)acetonitrile|CS-W003384

Structure of 114897-91-5

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General Information

  • CAS No. 114897-91-5
  • Cat. No. CS-W003384
  • Purity ≥98%
  • MDL No. MFCD07368653
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrFN
  • Molecular Weight 214.03
  • Synonym(s) 4-Bromo-2-fluorobenzyl cyanide
  • SMILES N#CCc1ccc(cc1F)Br

Description

2-(4-Bromo-2-fluorophenyl)acetonitrile features a strategically positioned nitrile group flanked by bromine and fluorine substituents, enabling direct incorporation into cross-coupling cascades. This electron-deficient aryl acetonitrile delivers high functional group tolerance and stability under standard reaction conditions, serving as a key intermediate in the synthesis of bioactive heterocycles and pharmaceutical scaffolds.

Application

2-(4-Bromo-2-fluorophenyl)acetonitrile serves as a versatile building block for constructing substituted aryl nitriles and heterocyclic scaffolds. Its bromine and fluorine substituents enable palladium-catalyzed cross-coupling reactions, while the nitrile group facilitates nucleophilic additions and cyclizations. The compound exhibits good bench stability and is readily purified by column chromatography, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      151-50-8
    • In-stock
      4-Bromo-1-(bromomethyl)-2-fluorobenzene|CS-W007838
      76283-09-5
    • ~96%
    • In-stock
      2-(4-Bromo-2-fluorophenyl)acetonitrile|CS-W003384
      114897-91-5

    References

    • Sankyo Company, Limited Patent: EP1764075 A1, 2007 ; Location in patent: Page/Page column 104 ;
  • Route2
    • null|null
      773837-37-9
    • In-stock
      4-Bromo-1-(bromomethyl)-2-fluorobenzene|CS-W007838
      76283-09-5
    • ~98%
    • In-stock
      2-(4-Bromo-2-fluorophenyl)acetonitrile|CS-W003384
      114897-91-5

    References

    • Daiichi Sankyo Company, Limited; MORI, Makoto; FUJII, Kunihiko; INUI, Masaharu; BABA, Takayuki; ONISHI, Yukari; AOYAGI, Atsushi Patent: EP2700643 A1, 2014 ; Location in patent: Paragraph 0188 ;
  • Route3
    • null|null
      143-33-9
    • In-stock
      4-Bromo-1-(bromomethyl)-2-fluorobenzene|CS-W007838
      76283-09-5
    • ~99%
    • In-stock
      2-(4-Bromo-2-fluorophenyl)acetonitrile|CS-W003384
      114897-91-5

    References

    • PFIZER INC. Patent: WO2006/18725 A1, 2006 ; Location in patent: Page/Page column 172 ; WO 2006/018725 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   23.79
  • LogP   2.65428
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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