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CS-W001157 4
Total: USD 88.00

2-Bromo-4,5-dimethoxybenzaldehyde

  • CAS No. 5392-10-9

  • Cat. No. CS-W012727
  • Purity≥98%
  • MDL No.MFCD00003301

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

2-Bromo-4,5-dimethoxybenzaldehyde|CS-W012727

Structure of 5392-10-9

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General Information

  • CAS No. 5392-10-9
  • Cat. No. CS-W012727
  • Purity ≥98%
  • MDL No. MFCD00003301
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉BrO₃
  • Molecular Weight 245.07
  • Synonym(s) 6-Bromoveratraldehyde; 2-Bromo-4,5-dimethoxybenzaldehyde
  • SMILES C1=C(C(=CC(=C1C=O)Br)OC)OC

Description

6-Bromoveratraldehyde was used in the preparation of benzylchromenylamines.

Application

2-Bromo-4,5-dimethoxybenzaldehyde serves as a versatile building block in medicinal chemistry and materials synthesis, enabling efficient access to substituted benzimidazoles, heterocyclic scaffolds, and functionalized aryl coupling partners. The aldehyde group facilitates nucleophilic additions and condensation reactions, while the bromine and two methoxy substituents offer orthogonal reactivity for cross-coupling and derivatization. Bench-stable and readily purified by flash chromatography, it functions effectively in Pd-catalyzed transformations and is well-suited for iterative synthesis campaigns requiring predictable regiochemistry and high functional group tolerance.

Synthesis

  • Route1
    • Veratraldehyde Verapamil Impurity|CS-0229507
      120-14-9
    • ~95%
    • In-stock
      2-Bromo-4,5-dimethoxybenzaldehyde|CS-W012727
      5392-10-9

    References

    • TANABE SEIYAKU CO., LTD. Patent: WO2007/40240 A1, 2007 ; Location in patent: Page/Page column 26 ;
  • Route2
    • null|null
      157430-04-1
    • ~97%
    • In-stock
      2-Bromo-4,5-dimethoxybenzaldehyde|CS-W012727
      5392-10-9

    References

    • Kamal; Laxman; Reddy Synlett, 2000 , # 10 p. 1476 - 1478
  • Route3
    • Vanillin, ≥97%|CS-1268660
      121-33-5
    • ~%
    • In-stock
      2-Bromo-4,5-dimethoxybenzaldehyde|CS-W012727
      5392-10-9

    References

    • Journal of Organic Chemistry, , vol. 67, # 19 p. 6772 - 6787

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   35.53
  • LogP   2.2788
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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