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CS-W001157 4
Total: USD 88.00

2-Iodothiophene

  • CAS No. 3437-95-4

  • Cat. No. CS-W007589
  • Purity≥98%
  • MDL No.MFCD00005424

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

2-Iodothiophene|CS-W007589

Structure of 3437-95-4

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General Information

  • CAS No. 3437-95-4
  • Cat. No. CS-W007589
  • Purity ≥98%
  • MDL No. MFCD00005424
  • Storage -20°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃IS
  • Molecular Weight 210.04
  • Synonym(s) 2-Thienyl Iodide; 2-Iodothiophene
  • SMILES IC1=CC=CS1

Description

2-Iodothiophene is a bench-stable, moisture-tolerant heterocyclic iodide featuring a reactive iodine atom at the 2-position of the thiophene ring. This strategic substitution enables direct coupling in palladium-catalyzed cross-coupling reactions, facilitating efficient access to functionalized thiophene derivatives used in organic electronics and medicinal chemistry.

Application

2-Iodothiophene serves as a versatile building block in cross-coupling chemistry, enabling efficient construction of biologically relevant thiophene-containing scaffolds. Its iodine substituent facilitates palladium-catalyzed reactions such as Suzuki, Stille, and Negishi couplings with high functional group tolerance. The molecule exhibits excellent bench stability and is readily purified by distillation, making it ideal for reproducible synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      188290-36-0
    • ~92%
    • In-stock
      2-Iodothiophene|CS-W007589
      3437-95-4

    References

    • Bailey, Lindsey; Handy, Scott T. Tetrahedron Letters, 2011 , vol. 52, # 18 p. 2413 - 2414
  • Route2
    • null|null
      188290-36-0
    • ~55%
    • In-stock
      2-Iodothiophene|CS-W007589
      3437-95-4
    • In-stock
      2,5-Diiodothiophene|CS-0313462
      625-88-7

    References

    • Chemistry - A European Journal, , vol. 16, # 27 p. 8191 - 8201
  • Route3
    • null|null
      1003-09-4
    • ~%
    • In-stock
      2-Iodothiophene|CS-W007589
      3437-95-4

    References

    • Tetrahedron Letters, , vol. 27, # 30 p. 3497 - 3500

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1760
Class : 8
Packing Group : Ⅲ
Hazard Statements : H227-H302-H315-H317-H318-H335
Precautionary Statements : P210-P261-P264-P270-P271-P272-P280-P302+P352-P304+P340-P330-P362+P364-P370+P378-P403-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   2.3527
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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