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CS-W001157 4
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Methyl 3-(2-bromophenyl)propanoate

  • CAS No. 66191-86-4

  • Cat. No. CS-W010269
  • Purity≥97%
  • MDL No.MFCD09953149

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

Methyl 3-(2-bromophenyl)propanoate|CS-W010269

Structure of 66191-86-4

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General Information

  • CAS No. 66191-86-4
  • Cat. No. CS-W010269
  • Purity ≥97%
  • MDL No. MFCD09953149
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₁BrO₂
  • Molecular Weight 243.10
  • Synonym(s) 3-(2-Bromophenyl)propionic Acid Methyl Ester
  • SMILES COC(=O)CCC1=CC=CC=C1Br

Description

Methyl 3-(2-bromophenyl)propanoate is a brominated aromatic ester featuring a conjugated alkene linker between the phenyl and ester moieties. This structure enables efficient coupling reactions in cross-coupling and transition-metal catalyzed transformations, offering enhanced reactivity and selectivity in synthetic organic chemistry workflows.

Application

Methyl 3-(2-bromophenyl)propanoate serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its pendant bromide and ester functionalities. The molecule exhibits good bench stability and facilitates the construction of biaryl and heterocyclic scaffolds commonly found in medicinal chemistry. Its functional group tolerance supports downstream transformations such as hydrolysis, reduction, and Suzuki-Miyaura coupling, making it a practical reagent for iterative synthesis workflows.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      3-(2-Bromophenyl)propionic acid|CS-W007510
      15115-58-9
    • ~87%
    • In-stock
      Methyl 3-(2-bromophenyl)propanoate|CS-W010269
      66191-86-4

    References

    • Cui, Yubo; Villafane, Louis A.; Clausen, Dane J.; Floreancig, Paul E. Tetrahedron, 2013 , vol. 69, # 36 p. 7618 - 7626
  • Route2
    • null|null
      102540-15-8
    • ~99%
    • In-stock
      Methyl 3-(2-bromophenyl)propanoate|CS-W010269
      66191-86-4

    References

    • Misra; Brown; Han; Harris; Hedberg; Webb; Hall Journal of Medicinal Chemistry, 1991 , vol. 34, # 9 p. 2882 - 2891
  • Route3
    • null|null
      67-56-1
    • null|null
      201230-82-2
    • In-stock
      1-Bromo-2-vinylbenzene,98%(stabilized with TBC)|CS-W017069
      2039-88-5
    • ~65%
    • Methyl 2-(2-bromophenyl)propanoate|CS-0542003
      115615-34-4
    • In-stock
      Methyl 3-(2-bromophenyl)propanoate|CS-W010269
      66191-86-4

    References

    • Vieira, Tiago O.; Green, Mike J.; Alper, Howard Organic Letters, 2006 , vol. 8, # 26 p. 6143 - 6145

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   2.5547
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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