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CS-W001157 4
Total: USD 88.00

2-Iodobenzo[d]thiazole

  • CAS No. 1123-99-5

  • Cat. No. CS-W005648
  • Purity≥98%
  • MDL No.MFCD00971971

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

2-Iodobenzo[d]thiazole|CS-W005648

Structure of 1123-99-5

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General Information

  • CAS No. 1123-99-5
  • Cat. No. CS-W005648
  • Purity ≥98%
  • MDL No. MFCD00971971
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄INS
  • Molecular Weight 261.08
  • Synonym(s) 2-Iodobenzothiazole
  • SMILES IC1=NC2=C(S1)C=CC=C2

Description

2-Iodobenzo[d]thiazole serves as a versatile halogenated scaffold for transition metal-catalyzed coupling reactions. The iodine moiety enables efficient cross-coupling under standard conditions, while the fused thiazole ring imparts enhanced stability and electronic tuning. This compound integrates readily into complex molecular architectures used in medicinal chemistry and materials science.

Application

2-Iodobenzo[d]thiazole serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient C–C and C–heteroatom bond formation. Its iodine substituent provides high reactivity in palladium-catalyzed coupling protocols, while the benzo[d]thiazole core offers excellent stability and compatibility with diverse functional groups, facilitating rapid access to complex heterocyclic scaffolds relevant to medicinal chemistry and materials science.

Synthesis

  • Route1
    • Benzo[d]thiazol-2-amine  Pramipexole Impurity|CS-0167328
      136-95-8
    • ~86%
    • In-stock
      2-Iodobenzo[d]thiazole|CS-W005648
      1123-99-5

    References

    • Qi, Jianjun; Tung, Ching-Hsuan Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 1 p. 320 - 323
  • Route2
    • Benzothiazole, ≥96%|CS-1269066
      95-16-9
    • ~98%
    • In-stock
      2-Iodobenzo[d]thiazole|CS-W005648
      1123-99-5

    References

    • Krasovskiy, Arkady; Krasovskaya, Valeria; Knochel, Paul Angewandte Chemie - International Edition, 2006 , vol. 45, # 18 p. 2958 - 2961
  • 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 : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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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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