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CS-W001157 4
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4-Bromo-2-iodo-1-methylbenzene

  • CAS No. 260558-15-4

  • Cat. No. CS-W005551
  • Purity≥96%
  • MDL No.MFCD07780671

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

4-Bromo-2-iodo-1-methylbenzene|CS-W005551

Structure of 260558-15-4

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General Information

  • CAS No. 260558-15-4
  • Cat. No. CS-W005551
  • Purity ≥96%
  • MDL No. MFCD07780671
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrI
  • Molecular Weight 296.93
  • Synonym(s) 4-BROMO-2-IODOTOLUENE; 4-Bromo-2-iodo-1-methylbenzene
  • SMILES CC1=C(I)C=C(Br)C=C1

Description

4-Bromo-2-iodo-1-methylbenzene features a strategically positioned methyl group flanked by bromo and iodo substituents, enabling selective cross-coupling reactions. This ortho-disubstituted aryl halide combines enhanced reactivity with improved stability under standard conditions, facilitating efficient C–C bond formation in complex molecule synthesis.

Application

4-Bromo-2-iodo-1-methylbenzene serves as a versatile diaryl building block for palladium-catalyzed cross-coupling reactions. The orthogonal reactivity of bromo and iodo substituents enables sequential functionalization, while the methyl group provides steric and electronic modulation. Bench-stable and readily purified by column chromatography, it facilitates efficient access to substituted biaryl scaffolds relevant in medicinal chemistry and materials science.

Synthesis

  • Route1
    • null|null
      106-38-7
    • ~67%
    • In-stock
      4-Bromo-2-iodo-1-methylbenzene|CS-W005551
      260558-15-4

    References

    • THE JOHNS HOPKINS UNIVERSITY; TOVAR, John Dayton; CARUSO, Jr., Anthony Patent: WO2011/127383 A2, 2011 ; Location in patent: Page/Page column 73-74 ;
  • Route2
    • null|null
      67-66-3
    • null|null
      106-38-7
    • null|null
      7553-56-2
    • null|null
      64-19-7
    • ~%
    • In-stock
      4-Bromo-2-iodo-1-methylbenzene|CS-W005551
      260558-15-4

    References

    • Varma; Sreenivasmurthyachar Journal of the Indian Chemical Society, 1936 , vol. 13, p. 187

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   3.36212
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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