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CS-W001157 4
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2-Oxocyclohexanecarbonitrile

  • CAS No. 4513-77-3

  • Cat. No. CS-0054141
  • Purity≥95%
  • MDL No.MFCD00154839

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

2-Oxocyclohexanecarbonitrile|CS-0054141

Structure of 4513-77-3

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General Information

  • CAS No. 4513-77-3
  • Cat. No. CS-0054141
  • Purity ≥95%
  • MDL No. MFCD00154839
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉NO
  • Molecular Weight 123.15
  • Synonym(s) Cyclohexanecarbonitrile, 2-oxo-
  • SMILES O=C1CCCCC1C#N

Description

2-Oxocyclohexanecarbonitrile features a cyclohexanone ring fused with a nitrile group, enabling direct functionalization at the α-position. This scaffold delivers high reactivity in nucleophilic addition and condensation reactions, particularly useful in heterocyclic synthesis. The compound exhibits excellent stability under standard bench conditions and integrates seamlessly into multi-step organic transformations.

Application

2-Oxocyclohexanecarbonitrile serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted cyclohexane scaffolds. Its dual functionality—ketone and nitrile groups—supports diverse transformations including nucleophilic additions, reductions, and cyclizations. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis workflows and the construction of complex heterocyclic systems.

Synthesis

  • Route1
    • null|null
      1125-99-1
    • null|null
      506-77-4
    • ~77%
    • In-stock
      2-Oxocyclohexanecarbonitrile|CS-0054141
      4513-77-3

    References

    • Tenora, Lukas; Buchlovic, Marian; Man, Stanislav; Potacek, Milan Tetrahedron Letters, 2011 , vol. 52, # 3 p. 401 - 403
  • Route2
    • null|null
      646-20-8
    • ~92%
    • In-stock
      2-Oxocyclohexanecarbonitrile|CS-0054141
      4513-77-3

    References

    • Jahnke, Astrid; Burschka, Christian; Tacke, Reinhold; Kraft, Philip Synthesis, 2009 , # 1 p. 62 - 68
  • Route3
    • null|null
      160361-75-1
    • ~64%
    • In-stock
      2-Oxocyclohexanecarbonitrile|CS-0054141
      4513-77-3

    References

    • Buttke; Niclas Advanced Synthesis and Catalysis, 1996 , vol. 338, # 7 p. 681 - 683

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

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Computational Chemistry Data

  • TPSA   40.86
  • LogP   1.26928
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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