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CS-W001157 4
Total: USD 88.00

1,4-Dibromo-2,3-dimethylbenzene

  • CAS No. 75024-22-5

  • Cat. No. CS-W019403
  • Purity≥97%
  • MDL No.MFCD06796460

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

1,4-Dibromo-2,3-dimethylbenzene|CS-W019403

Structure of 75024-22-5

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General Information

  • CAS No. 75024-22-5
  • Cat. No. CS-W019403
  • Purity ≥97%
  • MDL No. MFCD06796460
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈Br₂
  • Molecular Weight 263.96
  • Synonym(s) Dexmedetomidine Impurity 41
  • SMILES CC1=C(Br)C=CC(Br)=C1C

Description

1,4-Dibromo-2,3-dimethylbenzene features two bromine atoms positioned at para-adjacent sites on a benzene ring, flanked by methyl groups at the 2 and 3 positions. This sterically hindered architecture enhances stability under standard conditions while enabling selective coupling reactions in cross-coupling methodologies. The molecule integrates readily into complex aromatic frameworks via palladium-catalyzed transformations, delivering high functional group tolerance and predictable regiochemistry.

Application

1,4-Dibromo-2,3-dimethylbenzene serves as a versatile building block in aromatic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its stable bromine substituents and defined substitution pattern. The dimethyl groups provide steric control and enhance solubility, while the molecule exhibits excellent bench stability and ease of purification—ideal for constructing complex arenes, heterocycles, and functionalized scaffolds in medicinal chemistry and materials science workflows.

Synthesis

  • Route1
    • 4-Bromo-2,3-dimethylaniline hydrobromide|CS-0570371
      1338796-79-4
    • ~%
    • In-stock
      1,4-Dibromo-2,3-dimethylbenzene|CS-W019403
      75024-22-5

    References

    • Maiereanu, Carmen; Schmitt, Celine; Schifano-Faux, Nadge; Le Nouen, Didier; Defoin, Albert; Tarnus, Celine Bioorganic and Medicinal Chemistry, 2011 , vol. 19, # 18 p. 5716 - 5733
  • Route2
    • null|null
      87-59-2
    • ~%
    • In-stock
      1,4-Dibromo-2,3-dimethylbenzene|CS-W019403
      75024-22-5

    References

    • Lai, Yee-Hing; Yap, Angeline Hui-Tin Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1993 , # 7 p. 1373 - 1377
  • Route3

    References

    • Cachia; Wahl Bulletin de la Societe Chimique de France, 1958 , p. 1418,1420

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   3.82844
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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