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CS-W001157 4
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2-Bromo-3-phenylpropanoic acid

  • CAS No. 16503-53-0

  • Cat. No. CS-0060520
  • Purity≥95%
  • MDL No.None

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

2-Bromo-3-phenylpropanoic acid|CS-0060520

Structure of 16503-53-0

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General Information

  • CAS No. 16503-53-0
  • Cat. No. CS-0060520
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉BrO₂
  • Molecular Weight 229.07
  • Synonym(s) 2-BROMO-3-PHENYL-PROPIONIC ACID
  • SMILES C1=CC=C(C=C1)CC(C(=O)O)Br

Description

2-Bromo-3-phenylpropanoic acid features a brominated aliphatic chain flanked by a phenyl group and a carboxylic acid, enabling direct functionalization in cross-coupling and conjugate addition reactions. This sterically defined scaffold delivers high reactivity under mild conditions, facilitating the synthesis of bioactive analogs and complex molecular architectures in medicinal chemistry workflows.

Application

2-Bromo-3-phenylpropanoic acid serves as a versatile building block for the synthesis of β-aryl-α-halo carboxylic acid derivatives. Its bromine substituent enables subsequent palladium-catalyzed cross-coupling reactions, while the phenyl group provides structural rigidity and electronic modulation. The carboxylic acid functionality facilitates direct derivatization or activation for amide bond formation. This compound exhibits good bench stability and is compatible with standard purification methods, making it suitable for iterative synthetic sequences in medicinal chemistry and process development workflows.

Safety Information

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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   37.3
  • LogP   2.0772
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   3

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