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CS-W001157 4
Total: USD 88.00

5-Fluoroisophthalonitrile

  • CAS No. 453565-55-4

  • Cat. No. CS-W006077
  • Purity≥97%
  • MDL No.MFCD05663831

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

5-Fluoroisophthalonitrile|CS-W006077

Structure of 453565-55-4

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General Information

  • CAS No. 453565-55-4
  • Cat. No. CS-W006077
  • Purity ≥97%
  • MDL No. MFCD05663831
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₃FN₂
  • Molecular Weight 146.12
  • Synonym(s) 5-FLUOROROISOPHTHALONITRILE
  • SMILES N#CC1=CC(F)=CC(C#N)=C1

Description

5-Fluoroisophthalonitrile features a fluorine-substituted aromatic ring bearing two nitrile groups in a para relationship, enabling high electron deficiency and enhanced reactivity. This configuration supports efficient coupling in heterocyclic synthesis, particularly in pharmaceutical intermediates and functional materials where strong dipole moments are advantageous.

Application

5-Fluoroisophthalonitrile serves as a versatile building block in synthetic organic chemistry, enabling the construction of fluorinated heterocycles and pharmaceutical intermediates. Its dual nitrile groups and ortho-fluorine substituent provide high reactivity in nucleophilic aromatic substitution and transition-metal-catalyzed coupling reactions, offering excellent functional group tolerance and bench stability for scalable synthesis.

Synthesis

  • Route1

    References

    • Chambers, Richard D.; Fox, Mark A.; Sandford, Graham; Trmcic, Jelena; Goeta, Andres Journal of Fluorine Chemistry, 2007 , vol. 128, # 1 p. 29 - 33
  • Route2
    • In-stock
      1,3-Dibromo-5-fluorobenzene|CS-W012599
      1435-51-4
    • null|null
      544-92-3
    • ~53%
    • In-stock
      5-Fluoroisophthalonitrile|CS-W006077
      453565-55-4

    References

    • PFIZER LIMITED Patent: WO2006/67587 A2, 2006 ; Location in patent: Page/Page column 33 ;
  • Route3
    • null|null
      79-37-8
    • null|null
      20330-80-7
    • ~%
    • In-stock
      5-Fluoroisophthalonitrile|CS-W006077
      453565-55-4

    References

    • Cornell, Clive; Cramp, Michael Colin; Gingell, Michael; Westaway, Susan Patent: US2003/181334 A1, 2003 ;

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   47.58
  • LogP   1.56906
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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