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CS-W001157 4
Total: USD 88.00

2-Bromo-5-methoxy-1,3-dimethylbenzene

  • CAS No. 6267-34-1

  • Cat. No. CS-W021621
  • Purity≥97%
  • MDL No.MFCD00461692

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

2-Bromo-5-methoxy-1,3-dimethylbenzene|CS-W021621

Structure of 6267-34-1

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General Information

  • CAS No. 6267-34-1
  • Cat. No. CS-W021621
  • Purity ≥97%
  • MDL No. MFCD00461692
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁BrO
  • Molecular Weight 215.09
  • Synonym(s) 4-Bromo-3,5-Dimethylanisole
  • SMILES CC1=C(Br)C(C)=CC(OC)=C1

Description

2-Bromo-5-methoxy-1,3-dimethylbenzene features a uniquely substituted aromatic core with bromine, methoxy, and methyl groups positioned for selective cross-coupling reactions. The electron-donating methoxy and methyl moieties enhance reactivity in palladium-catalyzed transformations, while the bench-stable structure simplifies handling under standard conditions.

Application

2-Bromo-5-methoxy-1,3-dimethylbenzene serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Stille couplings. The bromine moiety provides high reactivity under standard conditions, while the methoxy and methyl groups offer favorable electronic tuning and steric profile. Its bench-stable nature and compatibility with diverse functional groups facilitate efficient downstream derivatization in multi-step syntheses.

Synthesis

  • Route1

    References

    • European Journal of Organic Chemistry, , # 14 p. 2605 - 2612
  • Route2
    • In-stock
      4-Bromo-3,5-dimethylphenol|CS-0012425
      7463-51-6
    • null|null
      74-88-4
    • ~99%
    • In-stock
      2-Bromo-5-methoxy-1,3-dimethylbenzene|CS-W021621
      6267-34-1

    References

    • Organic Letters, , vol. 7, # 17 p. 3721 - 3724
  • Route3
    • In-stock
      4-Bromo-3,5-dimethylphenol|CS-0012425
      7463-51-6
    • null|null
      77-78-1
    • ~10%
    • In-stock
      2-Bromo-5-methoxy-1,3-dimethylbenzene|CS-W021621
      6267-34-1

    References

    • Tetrahedron Letters, , vol. 51, # 42 p. 5546 - 5549

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   9.23
  • LogP   3.07454
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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