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CS-W001157 4
Total: USD 88.00

2-(Propan-2-ylidene)malononitrile

  • CAS No. 13166-10-4

  • Cat. No. CS-0134582
  • Purity≥97%
  • MDL No.MFCD00082572

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

2-(Propan-2-ylidene)malononitrile|CS-0134582

Structure of 13166-10-4

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General Information

  • CAS No. 13166-10-4
  • Cat. No. CS-0134582
  • Purity ≥97%
  • MDL No. MFCD00082572
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆N₂
  • Molecular Weight 106.13
  • Synonym(s) Isopropylidenemalononitrile
  • SMILES N#C/C(C#N)=C(C)/C

Description

This malononitrile derivative features a sterically hindered isopropylidene group that enhances stability and modulates reactivity. The conjugated dinitrile system enables efficient participation in cycloadditions and Michael additions, offering a reliable scaffold for heterocyclic synthesis under mild conditions.

Application

2-(Propan-2-ylidene)malononitrile serves as a versatile dienophile and Michael acceptor in [4+2] cycloadditions and nucleophilic additions, enabling efficient access to substituted pyrrolidine and cyclohexene scaffolds. Its conjugated dinitrile system offers enhanced stability and facilitates purification via recrystallization, while the exocyclic enamine functionality supports diverse transformations under mild conditions.

Synthesis

  • Route1
    • null|null
      67-64-1
    • null|null
      109-77-3
    • ~99%
    • In-stock
      2-(Propan-2-ylidene)malononitrile|CS-0134582
      13166-10-4

    References

    • Organic Letters, , vol. 14, # 1 p. 318 - 321
  • Route2
    • null|null
      110-89-4
    • null|null
      67-64-1
    • null|null
      109-77-3
    • ~%
    • In-stock
      2-(Propan-2-ylidene)malononitrile|CS-0134582
      13166-10-4

    References

    • Journal of the American Chemical Society, , vol. 63, p. 735
  • Route3
    • null|null
      67-64-1
    • null|null
      109-77-3
    • ~0%
    • null|null
      13017-67-9
    • In-stock
      2-(Propan-2-ylidene)malononitrile|CS-0134582
      13166-10-4

    References

    • Tetrahedron, , vol. 56, # 19 p. 3063 - 3069

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301+H311+H331-H315-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   47.58
  • LogP   1.36996
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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