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CS-W001157 4
Total: USD 88.00

1,5-Dibromo-2,4-dimethylbenzene

  • CAS No. 615-87-2

  • Cat. No. CS-0112336
  • Molecule weight263.96
  • Purity≥98%
  • MDL No.MFCD00154984

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

1,5-Dibromo-2,4-dimethylbenzene|CS-0112336

Structure of 615-87-2

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General Information

  • CAS No. 615-87-2
  • Cat. No. CS-0112336
  • Purity ≥98%
  • MDL No. MFCD00154984
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈Br₂
  • Molecular Weight 263.96
  • Synonym(s) 4,6-Dibromo-m-xylene
  • SMILES CC1=C(Br)C=C(Br)C(C)=C1

Description

1,5-Dibromo-2,4-dimethylbenzene features two bromine substituents at electron-rich positions flanked by methyl groups, enabling selective cross-coupling reactions. The steric protection from adjacent methyl moieties enhances stability and facilitates controlled functionalization in palladium-catalyzed transformations.

Application

1,5-Dibromo-2,4-dimethylbenzene serves as a versatile building block in aromatic synthesis, enabling efficient access to substituted biaryl and heterocyclic frameworks. The ortho-directed bromine atoms facilitate sequential cross-coupling reactions, while the methyl groups provide steric and electronic modulation. Its bench-stable crystalline form simplifies handling and purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      108-38-3
    • ~78%
    • In-stock
      1,5-Dibromo-2,4-dimethylbenzene|CS-0112336
      615-87-2

    References

    • Shi, Yuan; Suguri, Takuya; Dohi, Chisato; Yamada, Hirotsuna; Kojima, Satoshi; Yamamoto, Yohsuke Chemistry - A European Journal, 2013 , vol. 19, # 32 p. 10672 - 10689
  • Route2
    • null|null
      7726-95-6
    • null|null
      108-38-3
    • ~47%
    • In-stock
      1,5-Dibromo-2,4-dimethylbenzene|CS-0112336
      615-87-2

    References

    • Dow Global Technologies, LLC; Kuhlman, Roger L.; Whiteker, Gregory T. Patent: US8592615 B2, 2013 ; Location in patent: Sheet 27 ;
  • Route3

    References

    • Ranu; Sarkar; Chakraborty Synthetic Communications, 1992 , vol. 22, # 8 p. 1095 - 1099

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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