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CS-W001157 4
Total: USD 88.00

3-Bromo-2-methoxybenzaldehyde

  • CAS No. 88275-87-0

  • Cat. No. CS-W021855
  • Purity≥97%
  • MDL No.MFCD09834811

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

3-Bromo-2-methoxybenzaldehyde|CS-W021855

Structure of 88275-87-0

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General Information

  • CAS No. 88275-87-0
  • Cat. No. CS-W021855
  • Purity ≥97%
  • MDL No. MFCD09834811
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BrO₂
  • Molecular Weight 215.04
  • Synonym(s) Benzaldehyde,3-bromo-2-methoxy
  • SMILES BrC1=CC=CC(=C1OC)C=O

Description

3-Bromo-2-methoxybenzaldehyde features a bromine substituent at the meta position and a methoxy group at the ortho position relative to the aldehyde, delivering enhanced electron-withdrawing character and improved solubility in organic media. This combination enables efficient coupling reactions under standard conditions.

Application

3-Bromo-2-methoxybenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct incorporation of bromine and methoxy functionalities into complex scaffolds. Its aldehyde group facilitates efficient coupling reactions, including Suzuki-Miyaura and Ullmann-type transformations, while the ortho-bromo and meta-methoxy substituents offer predictable regioselectivity and enhanced stability under standard reaction conditions. The compound exhibits excellent bench stability and is readily purified by flash chromatography, making it well-suited for high-throughput screening campaigns and multi-step synthetic sequences.

Synthesis

  • Route1
    • In-stock
      3-Bromo-2-hydroxybenzaldehyde|CS-W007415
      1829-34-1
    • null|null
      74-88-4
    • ~96%
    • In-stock
      3-Bromo-2-methoxybenzaldehyde|CS-W021855
      88275-87-0

    References

    • JANSSEN PHARMACEUTICALS, INC.; MINNE, Garrett, Berlond; BISCHOFF, François Paul; GIJSEN, Henricus, Jacobus, Maria; VELTER, Adriana, Ingrid; PIETERS, Serge, Maria, Aloysius; BERTHELOT, Didier, Jean-Claude Patent: WO2013/10904 A1, 2013 ; Location in patent: Page/Page column 65 ;
  • Route2
    • null|null
      74-88-4
    • ~%
    • In-stock
      3-Bromo-2-methoxybenzaldehyde|CS-W021855
      88275-87-0

    References

    • WO2004/50637 A2, ; Page 74-75 ; WO 2004/050637 A2
  • Route3
    • null|null
      93292-77-4
    • ~95%
    • In-stock
      3-Bromo-2-methoxybenzaldehyde|CS-W021855
      88275-87-0

    References

    • Comber, Mark F.; Sargent, Melvyn V. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1991 , p. 2783 - 2787

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   26.3
  • LogP   2.2702
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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