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CS-W001157 4
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4-Methyl-2-oxo-2H-chromene-3-carbonitrile

  • CAS No. 24526-69-0

  • Cat. No. CS-0153745
  • Purity≥98%
  • MDL No.MFCD00486386

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

4-Methyl-2-oxo-2H-chromene-3-carbonitrile|CS-0153745

Structure of 24526-69-0

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General Information

  • CAS No. 24526-69-0
  • Cat. No. CS-0153745
  • Purity ≥98%
  • MDL No. MFCD00486386
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₇NO₂
  • Molecular Weight 185.18
  • Synonym(s) 3-Cyano-4-methylcoumarin
  • SMILES CC1=C(C#N)C(=O)OC2=CC=CC=C12

Description

4-Methyl-2-oxo-2H-chromene-3-carbonitrile features a fused chromenone core with a methyl group at the 4-position and a nitrile substituent at C3, delivering enhanced electronic density and synthetic utility. This bench-stable scaffold integrates readily into bioactive molecule design, particularly in heterocyclic drug discovery and fluorescent probe development.

Application

4-Methyl-2-oxo-2H-chromene-3-carbonitrile serves as a versatile scaffold in synthetic organic chemistry, enabling efficient access to substituted coumarin derivatives. Its orthogonal functional groups—ketone, nitrile, and methyl substituent—facilitate diverse transformations including nucleophilic additions, condensations, and cyclizations. The compound exhibits good bench stability and is amenable to standard purification techniques, making it a practical building block for medicinal chemistry campaigns and heterocyclic synthesis.

Synthesis

  • Route1
    • 2'-Hydroxyacetophenone Paracetamol Impurity|CS-0228947
      118-93-4
    • null|null
      105-56-6
    • ~85%
    • In-stock
      4-Methyl-2-oxo-2H-chromene-3-carbonitrile|CS-0153745
      24526-69-0

    References

    • Hafez, Ebtisam Abdel Aziz; Elnagdi, Mohamed Hilmy; Elagamey, Abdel Ghani Ali; El-Taweel, Fathy Mohamed Abdel Aziz Heterocycles, 1987 , vol. 26, # 4 p. 903 - 907
  • Route2
    • 2'-Hydroxyacetophenone Paracetamol Impurity|CS-0228947
      118-93-4
    • null|null
      109-77-3
    • ~90%
    • In-stock
      4-Methyl-2-oxo-2H-chromene-3-carbonitrile|CS-0153745
      24526-69-0

    References

    • Sharma, Dinesh; Makrandi, Jagdish K. Journal of the Serbian Chemical Society, 2014 , vol. 79, # 5 p. 527 - 531
  • Route3
    • null|null
      41078-17-5
    • ~99%
    • In-stock
      4-Methyl-2-oxo-2H-chromene-3-carbonitrile|CS-0153745
      24526-69-0

    References

    • Boutome; Hartmann Monatshefte fur Chemie, 1997 , vol. 128, # 1 p. 71 - 78

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+H312+H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   54
  • LogP   1.9731
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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