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CS-W001157 4
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2-[3-(Dimethylamino)-1-methoxyprop-2-enylidene]propanedinitrile

  • CAS No. 95689-38-6

  • Cat. No. CS-0035857
  • Purity≥97%
  • MDL No.MFCD00975440

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

2-[3-(Dimethylamino)-1-methoxyprop-2-enylidene]propanedinitrile|CS-0035857

Structure of 95689-38-6

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General Information

  • CAS No. 95689-38-6
  • Cat. No. CS-0035857
  • Purity ≥97%
  • MDL No. MFCD00975440
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁N₃O
  • Molecular Weight 177.20
  • Synonym(s) (E)-2-(3-Dimethylamino-1-methoxy-allylidene)-malononitrile
  • SMILES CN(C)/C=C/C(=C(C#N)C#N)OC

Description

This acetonitrile derivative features a dimethylamino-methoxy-substituted enone system, delivering enhanced electron density and improved solubility in polar aprotic solvents. Designed for use in multicomponent couplings and heterocyclic synthesis, the molecule integrates readily into complex architectures under mild conditions.

Application

2-[3-(Dimethylamino)-1-methoxyprop-2-enylidene]propanedinitrile serves as a versatile Michael acceptor and heterocycle precursor, enabling efficient construction of nitrogen-containing scaffolds. Its conjugated enone-like system facilitates nucleophilic addition under mild conditions, while the dimethylamino and methoxy groups enhance solubility and modulate reactivity. Bench-stable and compatible with common functional groups, it functions effectively in multi-step syntheses requiring selective C–C bond formation.

Synthesis

  • Route1

    References

    • Ferlin, Maria Grazia; Di Marco, Valerio B.; Dean, Annalisa Tetrahedron, 2006 , vol. 62, # 26 p. 6222 - 6227
  • Route2

    References

    • European Journal of Medicinal Chemistry, , vol. 60, p. 410 - 420
  • Route3

    References

    • WO2006/81072 A1, ; Page/Page column 47-48 ; WO 2006/081072 A1

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   60.05
  • LogP   1.00936
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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