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CS-W001157 4
Total: USD 88.00

2-Cyclohexylideneacetonitrile

  • CAS No. 4435-18-1

  • Cat. No. CS-0183366
  • Purity≥98%
  • MDL No.None

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

2-Cyclohexylideneacetonitrile|CS-0183366

Structure of 4435-18-1

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General Information

  • CAS No. 4435-18-1
  • Cat. No. CS-0183366
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₁N
  • Molecular Weight 121.18
  • Synonym(s) Cyclohexylideneacetonitrile
  • SMILES C1CCC(=CC#N)CC1

Description

2-Cyclohexylideneacetonitrile features a conjugated enone-like system with a nitrile group, enabling efficient coordination in transition metal catalysis. This electron-deficient alkene integrates readily into heterocyclic scaffolds and serves as a key building block for functionalized cyclohexane derivatives under mild conditions.

Application

2-Cyclohexylideneacetonitrile serves as a versatile building block in synthetic organic chemistry, enabling the construction of substituted heterocycles and functionalized alkynes. Its α,β-unsaturated nitrile moiety facilitates Michael additions, cycloadditions, and transition-metal-catalyzed coupling reactions. The molecule exhibits good bench stability and compatibility with common protecting groups, simplifying purification and integration into multi-step syntheses.

Synthesis

  • Route1
    • In-stock
      Diethyl (cyanomethyl)phosphonate|CS-W018504
      2537-48-6
    • null|null
      108-94-1
    • ~88%
    • In-stock
      2-Cyclohexylideneacetonitrile|CS-0183366
      4435-18-1

    References

    • Karagiozov, Stoyan K.; Abbott, Frank S. Synthetic Communications, 2004 , vol. 34, # 5 p. 871 - 888
  • Route2
    • null|null
      75-77-4
    • null|null
      18881-60-2
    • null|null
      108-94-1
    • ~73%
    • In-stock
      2-Cyclohexylideneacetonitrile|CS-0183366
      4435-18-1

    References

    • Palomo, Claudio; Aizpurua, Jesus M.; Garcia, Jesus M.; Ganboa, Inaki; Cossio, F. P.; et al. Journal of Organic Chemistry, 1990 , vol. 55, # 8 p. 2498 - 2503
  • Route3
    • 1-Cyclohexenylacetonitrile|CS-0204899
      6975-71-9
    • ~10%
    • In-stock
      2-Cyclohexylideneacetonitrile|CS-0183366
      4435-18-1
    • null|null
      38931-64-5

    References

    • Kisanga, Philip; D'Sa, Bosco; Verkade, John Journal of Organic Chemistry, 1998 , vol. 63, # 26 p. 10057 - 10059

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H226-H301+H311+H331
Precautionary Statements : P210-P233-P240-P241-P242-P243-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P370+P378-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   23.79
  • LogP   2.40048
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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