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CS-W001157 4
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6-Iodobenzo[d]thiazole

  • CAS No. 654070-00-5

  • Cat. No. CS-0155726
  • Molecule weight261.08
  • Purity≥97%
  • MDL No.MFCD06659655

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

6-Iodobenzo[d]thiazole|CS-0155726

Structure of 654070-00-5

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General Information

  • CAS No. 654070-00-5
  • Cat. No. CS-0155726
  • Purity ≥97%
  • MDL No. MFCD06659655
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄INS
  • Molecular Weight 261.08
  • Synonym(s) 6-iodo-1,3-benzothiazole
  • SMILES C1=CC2=C(C=C1I)SC=N2

Description

6-Iodobenzo[d]thiazole serves as a pivotal building block in the synthesis of bioactive heterocycles and functional materials. The iodine substituent enables efficient coupling reactions via palladium catalysis, while the benzo[d]thiazole core provides structural rigidity and electron-deficient character. This combination facilitates direct integration into complex architectures under mild conditions.

Application

6-Iodobenzo[d]thiazole serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient access to biaryl architectures. Its iodine substituent facilitates palladium- and nickel-catalyzed couplings with boronic acids, amines, and thiols under standard conditions. The benzo[d]thiazole core provides robust heterocyclic stability and orthogonal reactivity, making it valuable for constructing complex scaffolds in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Racane, Livio; Cicak, Helena; Mihalic, Zlatko; Karminski-Zamola, Grace; Tralic-Kulenovic, Vesna Tetrahedron, 2011 , vol. 67, # 15 p. 2760 - 2767
  • Route2
    • Benzothiazole, ≥96%|CS-1269066
      95-16-9
    • ~%
    • In-stock
      6-Iodobenzo[d]thiazole|CS-0155726
      654070-00-5

    References

    • Hrobarik, Peter; Hrobarikova, Veronika; Sigmundova, Ivica; Zahradnik, Pavol; Fakis, Mihalis; Polyzos, Ioannis; Persephonis, Peter Journal of Organic Chemistry, 2011 , vol. 76, # 21 p. 8726 - 8736
  • Route3

    References

    • Hrobarik, Peter; Hrobarikova, Veronika; Sigmundova, Ivica; Zahradnik, Pavol; Fakis, Mihalis; Polyzos, Ioannis; Persephonis, Peter Journal of Organic Chemistry, 2011 , vol. 76, # 21 p. 8726 - 8736

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.9009
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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