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CS-W001157 4
Total: USD 88.00

3-Chloro-4-fluorophenylacetonitrile

  • CAS No. 658-98-0

  • Cat. No. CS-0059272
  • Purity≥98%
  • MDL No.None

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

3-Chloro-4-fluorophenylacetonitrile|CS-0059272

Structure of 658-98-0

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General Information

  • CAS No. 658-98-0
  • Cat. No. CS-0059272
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅ClFN
  • Molecular Weight 169.58
  • Synonym(s) 3-Chloro-4-fluorobenzyl cyanide, 2-(3-Chloro-4-fluorophenyl)ethanonitrile
  • SMILES N#CCC1=CC=C(F)C(Cl)=C1

Description

3-Chloro-4-fluorophenylacetonitrile features a strategically positioned nitrile group flanked by chlorine and fluorine substituents on the aromatic ring, enabling precise electronic tuning for synthetic applications. This bench-stable building block integrates readily into pharmaceutical intermediates, offering enhanced reactivity in cross-coupling and nucleophilic substitution processes under standard conditions.

Application

3-Chloro-4-fluorophenylacetonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to fluorinated aromatic scaffolds. Its nitrile group facilitates nucleophilic addition and subsequent transformations, while the ortho-chloro and para-fluoro substituents offer orthogonal reactivity for late-stage functionalization. The compound exhibits excellent bench stability and is compatible with standard coupling reactions, simplifying purification and scale-up in API synthesis workflows.

Synthesis

  • Route1
    • null|null
      773837-37-9
    • null|null
      192702-01-5
    • ~97%
    • In-stock
      3-Chloro-4-fluorophenylacetonitrile|CS-0059272
      658-98-0

    References

    • ASTRAZENECA AB; BERNSTEIN, Peter; BROWN, Dean; DEMBOFSKY, Bruce, Thomas; MCCAULEY, John P; URBANEK, Rebecca Patent: WO2010/71575 A1, 2010 ; Location in patent: Page/Page column 52 ; WO 2010/071575 A1
  • Route2
    • null|null
      7677-24-9
    • null|null
      192702-01-5
    • ~%
    • In-stock
      3-Chloro-4-fluorophenylacetonitrile|CS-0059272
      658-98-0

    References

    • F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; AMREIN, Kurt; CHEN, Wenming; HORNSPERGER, Benoit; KUHN, Bernd; LIU, Yongfu; MAERKI, Hans P.; MAYWEG, Alexander V.; MOHR, Peter; TAN, Xuefei; WANG, Zhanguo; ZHOU, Mingwei Patent: WO2013/79452 A1, 2013 ; Location in patent: Page/Page column 134 ;
  • Route3
    • null|null
      348-51-6
    • ~%
    • In-stock
      3-Chloro-4-fluorophenylacetonitrile|CS-0059272
      658-98-0

    References

    • Journal of Organic Chemistry, , vol. 26, p. 2353 - 2355

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   2.54518
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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