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tert-Butylmalononitrile

  • CAS No. 4210-60-0

  • Cat. No. CS-0187685
  • Molecule weight122.17
  • Purity≥98%
  • MDL No.None

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

tert-Butylmalononitrile|CS-0187685

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General Information

  • CAS No. 4210-60-0
  • Cat. No. CS-0187685
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₀N₂
  • Molecular Weight 122.17
  • Synonym(s) TERT-BUTYLMALONITRILE
  • SMILES CC(C)(C)C(C#N)C#N

Description

tert-Butylmalononitrile features a sterically hindered tert-butyl group flanking two nitrile functionalities, delivering enhanced stability and controlled reactivity. This configuration enables reliable participation in Michael additions and cycloaddition reactions under standard conditions, offering predictable outcomes in synthetic sequences.

Application

tert-Butylmalononitrile serves as a versatile building block in synthetic organic chemistry, enabling the efficient construction of substituted malononitrile derivatives and heterocyclic scaffolds. Its tert-butyl group provides steric protection and enhanced bench stability, while the two nitrile functionalities offer high reactivity in nucleophilic addition, condensation, and cycloaddition reactions. The compound functions effectively in standard enolate-mediated transformations and facilitates access to biologically relevant motifs through reliable functional group interconversion.

Synthesis

  • Route1
    • null|null
      54879-22-0
    • ~%
    • In-stock
      tert-Butylmalononitrile|CS-0187685
      4210-60-0

    References

    • Verhe,R. et al. Synthesis, 1978 , p. 530 - 532
  • Route2
    • null|null
      507-19-7
    • null|null
      109-77-3
    • ~%
    • In-stock
      tert-Butylmalononitrile|CS-0187685
      4210-60-0

    References

    • Crossley, Maxwell J.; Gorjian, Sargon; Sternhell, Sever; Tansey, Kerrie M. Australian Journal of Chemistry, 1994 , vol. 47, # 4 p. 723 - 738
  • Route3
    • null|null
      558-17-8
    • null|null
      109-77-3
    • ~%
    • In-stock
      tert-Butylmalononitrile|CS-0187685
      4210-60-0

    References

    • Boldt,P. et al. Justus Liebigs Annalen der Chemie, 1968 , vol. 718, p. 101 - 114

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   47.58
  • LogP   1.69586
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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