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CS-W001157 4
Total: USD 88.00

2-Chloro-1-iodo-4-methylbenzene

  • CAS No. 116632-42-9

  • Cat. No. CS-0080413
  • Purity≥98%
  • MDL No.MFCD00079734

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

2-Chloro-1-iodo-4-methylbenzene|CS-0080413

Structure of 116632-42-9

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General Information

  • CAS No. 116632-42-9
  • Cat. No. CS-0080413
  • Purity ≥98%
  • MDL No. MFCD00079734
  • 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-4-iodotoluene
  • SMILES CC1=CC=C(I)C(Cl)=C1

Description

2-Chloro-1-iodo-4-methylbenzene features a strategically positioned iodine atom enabling efficient cross-coupling reactions, while the chloro and methyl groups provide orthogonal reactivity and steric modulation. This aryl halide integrates seamlessly into transition-metal-catalyzed transformations under standard conditions.

Application

2-Chloro-1-iodo-4-methylbenzene serves as a versatile diaryl building block for palladium-catalyzed cross-coupling reactions. The ortho-chloro and iodo substituents enable sequential functionalization, with the iodo group offering high reactivity in Suzuki, Stille, and Negishi couplings. The methyl group provides steric and electronic modulation, enhancing stability and solubility. Bench-stable and readily purified by column chromatography, it facilitates efficient access to substituted biaryls and heterocyclic scaffolds in medicinal chemistry and materials synthesis.

Synthesis

  • Route1

    References

    • Bayer Aktiengesellschaft Patent: US5596006 A1, 1997 ;
  • Route2
    • null|null
      108-41-8
    • ~6%
    • In-stock
      5-Chloro-2-iodotoluene|CS-W012613
      23399-70-4
    • In-stock
      2-Chloro-1-iodo-4-methylbenzene|CS-0080413
      116632-42-9

    References

    • Tetrahedron, , vol. 67, # 39 p. 7461 - 7469

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07,GHS09
Signal Word : Danger
UN#: 3082
Class : 9
Packing Group : Ⅲ
Hazard Statements : H315-H318-H335-H411
Precautionary Statements : P261-P264-P271-P273-P280-P302+P352-P304+P340-P362+P364-P391-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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