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CS-W001157 4
Total: USD 88.00

1-(4-Chlorophenyl)cyclopropanecarbonitrile

  • CAS No. 64399-27-5

  • Cat. No. CS-0030407
  • Purity≥98%
  • MDL No.MFCD00019211

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

1-(4-Chlorophenyl)cyclopropanecarbonitrile|CS-0030407

Structure of 64399-27-5

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General Information

  • CAS No. 64399-27-5
  • Cat. No. CS-0030407
  • Purity ≥98%
  • MDL No. MFCD00019211
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈ClN
  • Molecular Weight 177.63
  • Synonym(s) NSC 158282; 4-(1-Cyanocyclopropyl)chlorobenzene
  • SMILES N#CC1(C2=CC=C(Cl)C=C2)CC1

Description

1-(4-Chlorophenyl)cyclopropanecarbonitrile features a rigid cyclopropane ring fused to a para-chlorophenyl group and a nitrile moiety, delivering enhanced metabolic stability and electron-withdrawing character. This structure enables efficient incorporation into bioactive scaffolds for medicinal chemistry applications.

Application

1-(4-Chlorophenyl)cyclopropanecarbonitrile serves as a versatile building block in medicinal chemistry, enabling the construction of biologically relevant heterocyclic scaffolds. Its cyclopropane ring imparts conformational rigidity, while the nitrile and chlorophenyl groups offer orthogonal reactivity for downstream functionalization. The compound exhibits excellent bench stability and facilitates efficient transformations in standard coupling and cyclization protocols.

Synthesis

  • Route1
    • null|null
      106-93-4
    • In-stock
      4-Chlorobenzyl cyanide|CS-W018106
      140-53-4
    • ~89%
    • In-stock
      1-(4-Chlorophenyl)cyclopropanecarbonitrile|CS-0030407
      64399-27-5

    References

    • RELIANCE LIFE SCIENCES PVT. LTD. Patent: WO2009/150660 A1, 2009 ; Location in patent: Page/Page column 15 ;
  • Route2
    • null|null
      96-49-1
    • In-stock
      4-Chlorobenzyl cyanide|CS-W018106
      140-53-4
    • ~51%
    • In-stock
      1-(4-Chlorophenyl)cyclopropanecarbonitrile|CS-0030407
      64399-27-5

    References

    • Arava, Veera Reddy; Siripalli, Udaya Bhaskara Rao; Dubey, Pramod Kumar Tetrahedron Letters, 2005 , vol. 46, # 42 p. 7247 - 7248
  • Route3
    • null|null
      107-04-0
    • In-stock
      4-Chlorobenzyl cyanide|CS-W018106
      140-53-4
    • ~%
    • In-stock
      1-(4-Chlorophenyl)cyclopropanecarbonitrile|CS-0030407
      64399-27-5

    References

    • Journal of the American Chemical Society, , vol. 133, # 49 p. 19598 - 19601

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   2.89518
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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