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CS-W001157 4
Total: USD 88.00

5-Chloropentanenitrile

  • CAS No. 6280-87-1

  • Cat. No. CS-W022361
  • Purity≥98%
  • MDL No.MFCD00001977

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

5-Chloropentanenitrile|CS-W022361

Structure of 6280-87-1

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General Information

  • CAS No. 6280-87-1
  • Cat. No. CS-W022361
  • Purity ≥98%
  • MDL No. MFCD00001977
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₈ClN
  • Molecular Weight 117.58
  • Synonym(s) Chlorovaleronitrile
  • SMILES N#CCCCCCl

Description

5-Chloropentanenitrile features a terminal nitrile group flanked by a chlorine-substituted alkyl chain, enabling direct integration into synthetic sequences requiring electrophilic or nucleophilic functionalization. This bifunctional scaffold supports efficient derivatization in medicinal chemistry and materials synthesis under standard conditions.

Application

5-Chloropentanenitrile serves as a versatile bifunctional building block for synthetic organic chemistry, enabling efficient access to heterocyclic scaffolds and functionalized aliphatic chains. Its nitrile group facilitates nucleophilic addition and hydrolysis to carboxylic acids, while the terminal chloroalkyl moiety supports SN2 transformations with amines, thiols, and nucleophilic heterocycles. The compound exhibits good bench stability and is readily purified by distillation or column chromatography, making it well-suited for use in medicinal chemistry lead optimization and process-scale synthesis.

Synthesis

  • Route1
    • In-stock
      1-Bromo-4-chlorobutane|CS-W017647
      6940-78-9
    • ~%
    • null|null
      111-69-3
    • In-stock
      5-Chloropentanenitrile|CS-W022361
      6280-87-1

    References

    • Journal of the American Chemical Society, , vol. 71, p. 3098 Journal of the American Chemical Society, , vol. 56, p. 1596 US2415261 , ; Justus Liebigs Annalen der Chemie, , vol. 596, p. 65 Journal of the American Chemical Society, , vol. 69, p. 2929,2930 Journal of the American Chemical Society, , vol. 70, p. 2072,2073
  • Route2
    • null|null
      110-56-5
    • ~%
    • null|null
      111-69-3
    • In-stock
      5-Chloropentanenitrile|CS-W022361
      6280-87-1

    References

    • Journal of the American Chemical Society, , vol. 71, p. 3098 Journal of the American Chemical Society, , vol. 56, p. 1596 US2415261 , ; Justus Liebigs Annalen der Chemie, , vol. 596, p. 65 Journal of the American Chemical Society, , vol. 69, p. 2929,2930 Journal of the American Chemical Society, , vol. 70, p. 2072,2073
  • Route3
    • In-stock
      Cyclopentanone oxime|CS-W013717
      1192-28-5
    • ~41%
    • null|null
      110-59-8
    • In-stock
      5-Chloropentanenitrile|CS-W022361
      6280-87-1
    • null|null
      120-92-3

    References

    • Tetrahedron Letters, , vol. 42, # 3 p. 403 - 405

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3276
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301+H311+H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   23.79
  • LogP   1.91908
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   3

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