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CS-W001157 4
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2-(3-oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile

  • CAS No. 1080-74-6

  • Cat. No. CS-W018463
  • Molecule weight194.19
  • Purity≥98%
  • MDL No.None

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

2-(3-oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile|CS-W018463

Structure of 1080-74-6

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General Information

  • CAS No. 1080-74-6
  • Cat. No. CS-W018463
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₆N₂O
  • Molecular Weight 194.19
  • Synonym(s) 3-(Dicyanomethylidene)indan-1-one
  • SMILES N#CC(C#N)=C(C1=CC=CC=C12)CC2=O

Description

This malononitrile derivative features a fused indenylidene core, delivering enhanced electron-withdrawing character and structural rigidity. It integrates readily into heterocyclic syntheses, serving as a key building block for functionalized indane scaffolds under mild reaction conditions.

Application

2-(3-Oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile serves as a versatile dienophile in [4+2] cycloaddition reactions, enabling efficient access to substituted indane and indenone frameworks. Its conjugated enone–dinitrile system exhibits high reactivity with dienes under thermal or Lewis acid catalysis, offering a robust route to complex polycyclic architectures. The compound demonstrates good bench stability and facilitates straightforward purification via recrystallization or chromatography, making it well-suited for synthetic workflows requiring functional group tolerance and predictable regiochemistry.

Synthesis

  • Route1
    • In-stock
      1H-Indene-1,3(2H)-dione|CS-W007948
      606-23-5
    • null|null
      109-77-3
    • ~89%
    • In-stock
      2-(3-oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile|CS-W018463
      1080-74-6

    References

    • Bello, Kasali A.; Cheng, Lubai; Griffiths, John Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1987 , p. 815 - 818

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
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+P364-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   64.65
  • LogP   2.07376
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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