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CS-W001157 4
Total: USD 88.00

2,5-Dibromo-1,3-dimethylbenzene

  • CAS No. 100189-84-2

  • Cat. No. CS-0040144
  • Purity≥98%
  • MDL No.MFCD00079745

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

2,5-Dibromo-1,3-dimethylbenzene|CS-0040144

Structure of 100189-84-2

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General Information

  • CAS No. 100189-84-2
  • Cat. No. CS-0040144
  • Purity ≥98%
  • MDL No. MFCD00079745
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈Br₂
  • Molecular Weight 263.96
  • Synonym(s) Benzene, 2,5-dibroMo-1,3-diMethyl-
  • SMILES CC1=C(Br)C(C)=CC(Br)=C1

Description

This dibrominated dimethylbenzene features two bromine atoms at the 2 and 5 positions, flanking a symmetrically substituted methyl group pair. The compound serves as a robust building block for cross-coupling reactions, offering enhanced stability under standard conditions. Its defined substitution pattern enables precise incorporation into complex molecular architectures.

Application

2,5-Dibromo-1,3-dimethylbenzene serves as a versatile building block in cross-coupling chemistry, enabling the synthesis of substituted biaryls and functionalized heterocycles. The bromine atoms exhibit high reactivity in palladium-catalyzed coupling reactions, while the methyl groups provide steric stabilization and enhance bench stability. Its predictable regiochemistry and ease of purification make it well-suited for iterative synthesis workflows in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Surampudi, Sravan K.; Nagarjuna; Okamoto, Daiki; Chaudhuri, Piyali D.; Venkataraman Journal of Organic Chemistry, 2012 , vol. 77, # 4 p. 2074 - 2079
  • Route2

    References

    • Toyota, Kozo; Kawasaki, Subaru; Yoshifuji, Masaaki Journal of Organic Chemistry, 2004 , vol. 69, # 15 p. 5065 - 5070
  • Route3
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      108-69-0
    • ~%
    • In-stock
      2,5-Dibromo-1,3-dimethylbenzene|CS-0040144
      100189-84-2

    References

    • Journal of Organic Chemistry, , vol. 69, # 15 p. 5065 - 5070

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

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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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