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CS-W001157 4
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2-Iodobenzo[b]thiophene

  • CAS No. 36748-89-7

  • Cat. No. CS-0191205
  • Molecule weight260.09
  • Purity≥98%
  • MDL No.None

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

2-Iodobenzo[b]thiophene|CS-0191205

Structure of 36748-89-7

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General Information

  • CAS No. 36748-89-7
  • Cat. No. CS-0191205
  • Purity ≥98%
  • 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) 2-Iodo-benzo[b]thiophene
  • SMILES C1=CC=C2C(=C1)C=C(I)S2

Description

2-Iodobenzo[b]thiophene serves as a key building block in the synthesis of functionalized heterocycles for pharmaceutical and materials applications. The iodine substituent enables efficient cross-coupling reactions, while the fused thiophene core provides electronic versatility and structural rigidity under standard conditions.

Application

2-Iodobenzo[b]thiophene serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heteroaryl architectures. Its iodine substituent facilitates reliable Pd- or Ni-catalyzed coupling with boronic acids, stannanes, and amines, offering excellent functional group tolerance and bench stability. The fused thiophene ring provides rigidity and electron-rich character, making it a valuable scaffold for pharmaceutical and materials chemistry applications.

Synthesis

  • Route1

    References

    • Snegaroff, Katia; L'Helgoual'ch, Jean-Martial; Bentabed-Ababsa, Ghenia; Nguyen, Tan Tai; Chevallier, Floris; Yonehara, Mitsuhiro; Uchiyama, Masanobu; Derdour, Aicha; Mongin, Florence Chemistry - A European Journal, 2009 , vol. 15, # 39 p. 10280 - 10290
  • Route2

    References

    • Journal of Organic Chemistry, , vol. 68, # 24 p. 9510 - 9512
  • Route3

    References

    • Thiebes, Christoph; Prakash, G. K. Surya; Petasis, Nicos A.; Olah, George A. Synlett, 1998 , # 2 p. 141 - 142

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-H413
Precautionary Statements : P264-P270-P273-P280-P330-P501

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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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