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CS-W001157 4
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1-Chloro-3-iodo-5-methylbenzene

  • CAS No. 116632-43-0

  • Cat. No. CS-0153256
  • Purity≥98%
  • MDL No.MFCD13185456

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

1-Chloro-3-iodo-5-methylbenzene|CS-0153256

Structure of 116632-43-0

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General Information

  • CAS No. 116632-43-0
  • Cat. No. CS-0153256
  • Purity ≥98%
  • MDL No. MFCD13185456
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆ClI
  • Molecular Weight 252.48
  • Synonym(s) 3-chloro-5-iodotoluene
  • SMILES CC1=CC(=CC(=C1)I)Cl

Description

1-Chloro-3-iodo-5-methylbenzene features a trifunctional aromatic core with distinct halogen and methyl substituents, enabling selective cross-coupling reactions. The chlorine and iodine positions facilitate orthogonal reactivity in palladium-catalyzed transformations, while the methyl group enhances solubility and electronic modulation. This compound serves as a key intermediate in the synthesis of functionalized biaryls and heterocycles under standard conditions.

Application

1-Chloro-3-iodo-5-methylbenzene serves as a versatile dihalogenated arene building block for palladium-catalyzed cross-coupling reactions. The chloro and iodo substituents enable sequential functionalization via Suzuki, Stille, or Negishi coupling protocols, with the methyl group providing steric and electronic modulation. Its bench-stable nature and orthogonal reactivity profile facilitate efficient construction of complex substituted aromatics in medicinal chemistry and materials synthesis.

Synthesis

  • Route1

    References

    • Sintim, Herman O.; Kool, Eric T. Angewandte Chemie - International Edition, 2006 , vol. 45, # 12 p. 1974 - 1979
  • Route2

    References

    • Partridge, Benjamin M.; Hartwig, John F. Organic Letters, 2013 , vol. 15, # 1 p. 140 - 143
  • Route3
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      108-41-8
    • ~%
    • In-stock
      1-Chloro-3-iodo-5-methylbenzene|CS-0153256
      116632-43-0

    References

    • Partridge, Benjamin M.; Hartwig, John F. Organic Letters, 2013 , vol. 15, # 1 p. 140 - 143

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   3.25302
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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