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CS-W001157 4
Total: USD 88.00

5-Bromo-2-chlorobenzaldehyde

  • CAS No. 189628-37-3

  • Cat. No. CS-W019803
  • Purity≥97%
  • MDL No.MFCD08445659

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

5-Bromo-2-chlorobenzaldehyde|CS-W019803

Structure of 189628-37-3

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General Information

  • CAS No. 189628-37-3
  • Cat. No. CS-W019803
  • Purity ≥97%
  • MDL No. MFCD08445659
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrClO
  • Molecular Weight 219.46
  • Synonym(s) 5-BROMO-2-CHLOROBENZALDEHYDE fandachem
  • SMILES ClC1=CC=C(Br)C=C1C=O

Description

5-Bromo-2-chlorobenzaldehyde features a strategically positioned aldehyde group flanked by bromo and chloro substituents, enabling direct incorporation into cross-coupling reactions. This electron-deficient aromatic scaffold offers enhanced reactivity in palladium-catalyzed transformations and provides a robust platform for synthesizing complex pharmaceutical intermediates under standard conditions.

Application

5-Bromo-2-chlorobenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The aldehyde functionality facilitates downstream transformations such as reductive amination and Wittig reactions, while the bromo and chloro substituents offer complementary sites for sequential functionalization. Bench-stable and readily purified by distillation or chromatography, it functions reliably in multi-step syntheses requiring precise regiocontrol.

Synthesis

  • Route1

    References

    • US2006/25349 A1, ; Page/Page column 20 ;
  • Route2

    References

    • EP1719767 A1, ; Page/Page column 24-28; 41-42 ;
  • Route3
    • N-Methoxy-N-methyl-5-bromo-2-chlorobenzamide|CS-0209917
      842136-59-8
    • ~93%
    • In-stock
      5-Bromo-2-chlorobenzaldehyde|CS-W019803
      189628-37-3

    References

    • EP1845095 A1, ; Page/Page column 36-37 ;

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   17.07
  • LogP   2.915
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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