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CS-W001157 4
Total: USD 88.00

4-Bromo-2,5-dimethoxytoluene

  • CAS No. 13321-74-9

  • Cat. No. CS-0153580
  • Purity≥98%
  • MDL No.MFCD00666999

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

4-Bromo-2,5-dimethoxytoluene|CS-0153580

Structure of 13321-74-9

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General Information

  • CAS No. 13321-74-9
  • Cat. No. CS-0153580
  • Purity ≥98%
  • MDL No. MFCD00666999
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁BrO₂
  • Molecular Weight 231.09
  • Synonym(s) 1-Bromo-2,5-dimethoxy-4-methylbenzene
  • SMILES CC1=C(C=C(C(=C1)OC)Br)OC

Description

4-Bromo-2,5-dimethoxytoluene features a bromine substituent at the para position relative to a methyl group, flanked by two methoxy groups in the ortho positions. This electron-rich aromatic core enables direct functionalization in cross-coupling reactions and serves as a key building block for bioactive molecule synthesis under standard conditions.

Application

4-Bromo-2,5-dimethoxytoluene serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted aromatic scaffolds. Its bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the two methoxy groups provide orthogonal functional handles for selective derivatization. The compound exhibits excellent bench stability and is readily purified by standard chromatographic methods, making it well-suited for multi-step synthetic sequences.

Synthesis

  • Route1

    References

    • Lanfranchi, Don Antoine; Cesar-Rodo, Elena; Bertrand, Benoit; Huang, Hsin-Hung; Day, Latasha; Johann, Laure; Elhabiri, Mourad; Becker, Katja; Williams, David L.; Davioud-Charvet, Elisabeth Organic and Biomolecular Chemistry, 2012 , vol. 10, # 31 p. 6375 - 6387
  • Route2

    References

    • Bedford, Robin B.; Bowen, John G.; Weeks, Amanda L. Tetrahedron, 2013 , vol. 69, # 22 p. 4389 - 4394
  • Route3
    • 2-Bromo-5-methylbenzene-1,4-diol|CS-0120962
      67289-05-8
    • null|null
      77-78-1
    • ~67%
    • In-stock
      4-Bromo-2,5-dimethoxytoluene|CS-0153580
      13321-74-9

    References

    • Scheepers, Brent A.; Klein, Rosalyn; Davies-Coleman, Michael T. Tetrahedron Letters, 2006 , vol. 47, # 47 p. 8243 - 8246

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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   2.77472
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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