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CS-W001157 4
Total: USD 88.00

3-Iodobenzo[b]thiophene

  • CAS No. 36748-88-6

  • Cat. No. CS-0186834
  • Purity≥96%
  • MDL No.None

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

3-Iodobenzo[b]thiophene|CS-0186834

Structure of 36748-88-6

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General Information

  • CAS No. 36748-88-6
  • Cat. No. CS-0186834
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅IS
  • Molecular Weight 260.09
  • Synonym(s) 3-Iodo-benzo[b]thiophene
  • SMILES C1=CC=C2C(=C1)C(=CS2)I

Description

3-Iodobenzo[b]thiophene is a bench-stable heterocyclic iodide featuring a fused benzothiophene core with a strategically positioned iodine atom. This electrophilic handle enables direct coupling in palladium-catalyzed cross-coupling reactions, facilitating the construction of complex biaryl architectures. The electron-deficient thiophene ring enhances reactivity in transition metal-mediated transformations while maintaining compatibility with diverse functional groups.

Application

3-Iodobenzo[b]thiophene serves as a versatile building block in cross-coupling chemistry, enabling efficient construction of biaryl and heteroaryl architectures. The iodine substituent facilitates reliable palladium-catalyzed coupling reactions, including Suzuki, Stille, and Negishi transformations, with high functional group tolerance. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for synthetic workflows targeting complex pharmaceutical scaffolds and advanced materials.

Synthesis

  • Route1

    References

    • MASSACHUSETTS INSTITUTE OF TECHNOLOGY Patent: WO2004/13094 A2, 2004 ; Location in patent: Page 43-44; 85 ;
  • Route2

    References

    • Togo, Hideo; Abe, Seiichiro; Nogami, Genki; Yokohama, Masataka Bulletin of the Chemical Society of Japan, 1999 , vol. 72, # 10 p. 2351 - 2356
  • Route3

    References

    • Branytska, Olena V.; Neumann, Ronny Journal of Organic Chemistry, 2003 , vol. 68, # 24 p. 9510 - 9512

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
Precautionary Statements : P261-P280-P304+P340

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.5059
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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