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CS-W001157 4
Total: USD 88.00

5-Formylthiophene-2-carbonitrile

  • CAS No. 21512-16-3

  • Cat. No. CS-W006571
  • Purity≥97%
  • MDL No.MFCD09037804

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

5-Formylthiophene-2-carbonitrile|CS-W006571

Structure of 21512-16-3

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General Information

  • CAS No. 21512-16-3
  • Cat. No. CS-W006571
  • Purity ≥97%
  • MDL No. MFCD09037804
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃NOS
  • Molecular Weight 137.16
  • Synonym(s) 5-Cyanothiophene-2-carboxyaldehyde
  • SMILES N#CC1=CC=C(C=O)S1

Description

5-Formylthiophene-2-carbonitrile features a conjugated thiophene core bearing an electron-deficient formyl group and a nitrile functionality, enabling efficient coupling in cross-coupling and multicomponent reactions. This bifunctional scaffold integrates readily into heterocyclic architectures under mild conditions, offering high stability and compatibility with diverse reaction media.

Application

5-Formylthiophene-2-carbonitrile serves as a versatile bifunctional building block for heterocyclic synthesis, enabling efficient access to substituted thiophene scaffolds. The aldehyde and nitrile groups provide orthogonal reactivity for sequential transformations—such as nucleophilic additions, condensations, and cyclizations—facilitating the construction of complex pharmacophores. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for medicinal chemistry campaigns and process-scale applications.

Synthesis

  • Route1
    • null|null
      1003-31-2
    • null|null
      68-12-2
    • ~75%
    • In-stock
      5-Formylthiophene-2-carbonitrile|CS-W006571
      21512-16-3

    References

    • NEUROSEARCH A/S; PETERS, Dan; GRUNNET, Morten; TIMMERMANN, Daniel, B.; ERIKSEN, Birgitte, L.; DYHRING, Tino; AHRING, Philip, K. Patent: WO2011/73298 A1, 2011 ; Location in patent: Page/Page column 18 ; WO 2011/073298 A1
  • Route2
    • null|null
      1003-31-2
    • ~82%
    • In-stock
      5-Formylthiophene-2-carbonitrile|CS-W006571
      21512-16-3

    References

    • Eli Lilly and Company Patent: US5710130 A1, 1998 ; US 5710130 A
  • Route3

    References

    • Imperial Chemical Industries PLC Patent: US5053415 A1, 1991 ;

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-H319
Precautionary Statements : P264-P270-P280

Quality Control

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Computational Chemistry Data

  • TPSA   40.86
  • LogP   1.43228
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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