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CS-W001157 4
Total: USD 88.00

Piperonylonitrile

  • CAS No. 4421-09-4

  • Cat. No. CS-D1495
  • Purity≥97%
  • MDL No.MFCD00005820

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

Piperonylonitrile|CS-D1495

Structure of 4421-09-4

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General Information

  • CAS No. 4421-09-4
  • Cat. No. CS-D1495
  • Purity ≥97%
  • MDL No. MFCD00005820
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅NO₂
  • Molecular Weight 147.13
  • Synonym(s) None
  • SMILES N#CC1=CC=C(OCO2)C2=C1

Description

Piperonylonitrile features a rigid, electron-deficient aromatic core paired with a reactive nitrile group, enabling efficient coupling in synthetic transformations. This bench-stable compound integrates readily into heterocyclic architectures and serves as a key building block in agrochemical and pharmaceutical synthesis.

Application

Piperonylonitrile serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of bioactive heterocycles and pharmaceutical intermediates. Its ortho-allylbenzene scaffold supports diverse transformations including cycloadditions, electrophilic substitutions, and transition-metal-catalyzed couplings. The nitrile group provides a handle for selective functionalization, while the molecule exhibits excellent bench stability and compatibility with common protecting groups, facilitating streamlined purification and scale-up.

Synthesis

  • Route1
    • Benzo[d][1,3]dioxole-5-carbaldehyde oxime|CS-1350333
      2089-36-3
    • ~94%
    • In-stock
      Piperonylonitrile|CS-D1495
      4421-09-4

    References

    • European Journal of Medicinal Chemistry, , vol. 71, p. 229 - 236
  • Route2
    • null|null
      120-57-0
    • ~99%
    • In-stock
      Piperonylonitrile|CS-D1495
      4421-09-4

    References

    • Journal of Organic Chemistry, , vol. 77, # 12 p. 5364 - 5370
  • Route3
    • null|null
      2620-50-0
    • ~10%
    • In-stock
      Piperonylonitrile|CS-D1495
      4421-09-4

    References

    • Synthesis, , # 6 p. 453 - 454

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+H312+H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   42.25
  • LogP   1.28698
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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