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CS-W001157 4
Total: USD 88.00

(E)-3-(3-Bromophenyl)acrylic acid

  • CAS No. 14473-91-7

  • Cat. No. CS-0001475
  • Purity≥98%
  • MDL No.None

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

(E)-3-(3-Bromophenyl)acrylic acid|CS-0001475

Structure of 14473-91-7

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General Information

  • CAS No. 14473-91-7
  • Cat. No. CS-0001475
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇BrO₂
  • Molecular Weight 227.05
  • Synonym(s) 3-Bromocinnamic acid
  • SMILES O=C(/C=C/C1=CC=CC(Br)=C1)O

Description

(E)-3-(3-Bromophenyl)acrylic acid features a conjugated system with a brominated aromatic ring, enabling efficient coupling in cross-coupling reactions. The electron-deficient alkene facilitates Michael additions and Diels-Alder cycloadditions. This bench-stable, moisture-tolerant reagent integrates readily into synthetic pathways requiring halogen-functionalized styrenes.

Application

(E)-3-(3-Bromophenyl)acrylic acid serves as a versatile building block for the synthesis of substituted cinnamic acid derivatives, enabling efficient access to functionalized aromatic systems. Its conjugated double bond and brominated aryl group facilitate palladium-catalyzed cross-coupling reactions, while the carboxylic acid functionality supports direct derivatization or esterification. The compound exhibits good bench stability and is compatible with standard purification techniques, making it well-suited for use in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • In-stock
      3-Bromobenzaldehyde|CS-W009197
      3132-99-8
    • null|null
      141-82-2
    • ~96%
    • In-stock
      (E)-3-(3-Bromophenyl)acrylic acid|CS-0001475
      14473-91-7

    References

    • Erdelyi, Mate; Karlen, Anders; Gogoll, Adolf Chemistry - A European Journal, 2006 , vol. 12, # 2 p. 403 - 412
  • Route2
    • null|null
      110-89-4
    • In-stock
      3-Bromobenzaldehyde|CS-W009197
      3132-99-8
    • ~%
    • In-stock
      (E)-3-(3-Bromophenyl)acrylic acid|CS-0001475
      14473-91-7

    References

    • US6034093 A1, ; US 6034093 A
  • Route3

    References

    • Russian Journal of General Chemistry, , vol. 75, # 7 p. 1113 - 1124

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   37.3
  • LogP   2.5469
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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