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CS-W001157 4
Total: USD 88.00

1,3-Dichloro-2-iodobenzene

  • CAS No. 19230-28-5

  • Cat. No. CS-W007909
  • Molecule weight272.90
  • Purity≥97%
  • MDL No.MFCD00060658

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

1,3-Dichloro-2-iodobenzene|CS-W007909

Structure of 19230-28-5

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General Information

  • CAS No. 19230-28-5
  • Cat. No. CS-W007909
  • Purity ≥97%
  • MDL No. MFCD00060658
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃Cl₂I
  • Molecular Weight 272.90
  • Synonym(s) 2,6-Dichloroiodobenzene; 1,3-Dichloro-2-iodobenzene
  • SMILES IC1=C(Cl)C=CC=C1Cl

Description

1,3-Dichloro-2-iodobenzene offers a trifunctional aryl scaffold with orthogonal halogen handles enabling sequential cross-coupling. The ortho-iodine facilitates palladium-catalyzed transformations, while the flanking chlorines provide selective reactivity under mild conditions. This electron-deficient aromatic core delivers high stability and compatibility in complex molecule assembly.

Application

1,3-Dichloro-2-iodobenzene serves as a versatile aryl halide building block in cross-coupling chemistry, enabling efficient Pd-catalyzed transformations such as Suzuki-Miyaura and Stille reactions. The ortho-iodo group facilitates selective functionalization, while the flanking chlorides provide stability and orthogonal reactivity. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for constructing complex heterocyclic scaffolds and pharmaceutical intermediates.

Synthesis

  • Route1
    • null|null
      541-73-1
    • ~99%
    • In-stock
      1,3-Dichloro-2-iodobenzene|CS-W007909
      19230-28-5

    References

    • Schlosser, Manfred; Heiss, Christophe; Marzi, Elena; Scopelliti, Rosario European Journal of Organic Chemistry, 2006 , # 19 p. 4398 - 4404
  • Route2
    • null|null
      62347-12-0
    • ~96%
    • In-stock
      1,3-Dichloro-2-iodobenzene|CS-W007909
      19230-28-5

    References

    • Saednya, Akbar; Hart, Harold Synthesis, 1996 , # 12 p. 1455 - 1458
  • Route3
    • null|null
      401631-85-4
    • ~82%
    • In-stock
      1,3-Dichloro-2-iodobenzene|CS-W007909
      19230-28-5

    References

    • Barbero; Degani; Diulgheroff; Dughera; Fochi Synthesis, 2001 , # 14 p. 2180 - 2190

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   0
  • LogP   3.598
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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