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CS-W001157 4
Total: USD 88.00

2-(Thiophen-3-yl)acetonitrile

  • CAS No. 13781-53-8

  • Cat. No. CS-0040874
  • Purity≥98%
  • MDL No.MFCD00005471

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

2-(Thiophen-3-yl)acetonitrile|CS-0040874

Structure of 13781-53-8

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General Information

  • CAS No. 13781-53-8
  • Cat. No. CS-0040874
  • Purity ≥98%
  • MDL No. MFCD00005471
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅NS
  • Molecular Weight 123.18
  • Synonym(s) thiophen-3-ylacetonitrile
  • SMILES N#CCC1=CSC=C1

Description

2-(Thiophen-3-yl)acetonitrile features a thiophene ring directly linked to an acetonitrile group, delivering a robust electron-deficient heteroaromatic scaffold. This configuration enables direct integration into cross-coupling reactions and facilitates the synthesis of functionalized pharmaceutical intermediates with enhanced solubility and stability under standard conditions.

Application

2-(Thiophen-3-yl)acetonitrile serves as a versatile building block in medicinal and synthetic chemistry, enabling efficient access to thiophene-containing heterocycles. Its nitrile group facilitates nucleophilic addition, reduction, or cyclization reactions, while the thiophene moiety provides structural rigidity and π-conjugation. The compound exhibits good bench stability, ease of purification, and compatibility with standard coupling and functionalization protocols, making it well-suited for modular synthesis of bioactive scaffolds and API intermediates.

Synthesis

  • Route1
    • null|null
      34846-44-1
    • null|null
      7677-24-9
    • ~%
    • In-stock
      2-(Thiophen-3-yl)acetonitrile|CS-0040874
      13781-53-8

    References

    • Tetrahedron, , vol. 69, # 22 p. 4473 - 4478
  • Route2

    References

    • Angewandte Chemie - International Edition, , vol. 50, # 19 p. 4470 - 4474
  • Route3
    • null|null
      34846-44-1
    • null|null
      143-33-9
    • ~45%
    • In-stock
      2-(Thiophen-3-yl)acetonitrile|CS-0040874
      13781-53-8

    References

    • WO2005/66183 A1, ; Page/Page column 32 ; WO 2005/066183 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3276
Class : 6.1
Packing Group : Ⅱ
Hazard Statements : H302+H312-H315-H319-H331-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   23.79
  • LogP   1.81418
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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