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CS-W001157 4
Total: USD 88.00

1-Iodo-2,4-dimethylbenzene

  • CAS No. 4214-28-2

  • Cat. No. CS-0128696
  • Molecule weight232.06
  • Purity≥98%
  • MDL No.MFCD00013706

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

1-Iodo-2,4-dimethylbenzene|CS-0128696

Structure of 4214-28-2

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General Information

  • CAS No. 4214-28-2
  • Cat. No. CS-0128696
  • Purity ≥98%
  • MDL No. MFCD00013706
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉I
  • Molecular Weight 232.06
  • Synonym(s) m-Xylene, 4-iodo- (8CI)
  • SMILES CC1=CC=C(I)C(C)=C1

Description

1-Iodo-2,4-dimethylbenzene features a strategically positioned iodine atom on a methyl-substituted benzene ring, enabling efficient cross-coupling reactions. The ortho-methyl group enhances reactivity while improving stability under standard conditions. This aryl iodide serves as a reliable building block for synthesizing complex biaryl architectures in medicinal chemistry and materials science.

Application

1-Iodo-2,4-dimethylbenzene serves as a versatile aryl iodide building block in palladium-catalyzed cross-coupling reactions. The ortho-methyl groups provide steric and electronic modulation, enhancing stability and directing reactivity in Suzuki, Stille, and Negishi couplings. Its bench-stable nature and compatibility with diverse functional groups make it ideal for constructing substituted biaryls and complex heterocyclic scaffolds in medicinal chemistry and materials synthesis.

Synthesis

  • Route1
    • null|null
      108-38-3
    • ~94%
    • In-stock
      1-Iodo-2,4-dimethylbenzene|CS-0128696
      4214-28-2

    References

    • Bailey, Lindsey; Handy, Scott T. Tetrahedron Letters, 2011 , vol. 52, # 18 p. 2413 - 2414
  • Route2
    • null|null
      95-47-6
    • ~86%
    • In-stock
      1-Iodo-2,4-dimethylbenzene|CS-0128696
      4214-28-2

    References

    • Bovonsombat; McNelis Synthesis, 1993 , # 2 p. 237 - 241
  • Route3
    • 2,4-Dimethylbenzenesulfonic acid|CS-0460970
      88-61-9
    • ~38%
    • In-stock
      1-Iodo-2,4-dimethylbenzene|CS-0128696
      4214-28-2
    • 1,5-Diiodo-2,4-dimethylbenzene|CS-0512014
      4102-50-5

    References

    • Suzuki, Yuhsuke; Ishiwata, Yoshihide; Moriyama, Katsuhiko; Togo, Hideo Tetrahedron Letters, 2010 , vol. 51, # 45 p. 5950 - 5953

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
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   2.90804
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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