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CS-W001157 4
Total: USD 88.00

5-(4-Bromophenyl)pentanoic acid

  • CAS No. 22647-95-6

  • Cat. No. CS-0216437
  • Molecule weight257.12
  • Purity≥98%
  • MDL No.None

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

5-(4-Bromophenyl)pentanoic acid|CS-0216437

Structure of 22647-95-6

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General Information

  • CAS No. 22647-95-6
  • Cat. No. CS-0216437
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₃BrO₂
  • Molecular Weight 257.12
  • Synonym(s) 4-Bromo-benzenepentanoic acid
  • SMILES C(CCC(=O)O)CC1=CC=C(C=C1)Br

Description

5-(4-Bromophenyl)pentanoic acid features a brominated aromatic ring linked via a flexible five-carbon chain to a carboxylic acid terminus. This structure enables integration into diverse synthetic scaffolds, particularly in medicinal chemistry and polymer functionalization. The para-bromine serves as a handle for further derivatization through cross-coupling reactions. The molecule exhibits good solubility in common organic solvents and maintains stability under standard bench conditions.

Application

5-(4-Bromophenyl)pentanoic acid serves as a versatile building block for constructing bioactive scaffolds, enabling efficient Suzuki-Miyaura and Negishi coupling reactions due to its well-defined aryl bromide functionality. The aliphatic carboxylic acid group facilitates derivatization via esterification, amide formation, or decarboxylation protocols. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • 5-(4-Bromophenyl)-5-oxopentanoic acid|CS-W022244
      35333-26-7
    • ~84%
    • In-stock
      5-(4-Bromophenyl)pentanoic acid|CS-0216437
      22647-95-6

    References

    • Junker, Anna; Schepmann, Dirk; Yamaguchi, Junichiro; Itami, Kenichiro; Faust, Andreas; Kopka, Klaus; Wagner, Stefan; Wuensch, Bernhard Organic and Biomolecular Chemistry, 2014 , vol. 12, # 1 p. 177 - 186
  • Route2
    • null|null
      167987-68-0
    • ~%
    • In-stock
      5-(4-Bromophenyl)pentanoic acid|CS-0216437
      22647-95-6

    References

    • Zaidlewicz, Marek; Wolan, Andrzej Journal of Organometallic Chemistry, 2002 , vol. 657, # 1-2 p. 129 - 135
  • Route3
    • null|null
      5205-39-0
    • ~%
    • In-stock
      5-(4-Bromophenyl)pentanoic acid|CS-0216437
      22647-95-6

    References

    • Shiraishi, Mitsuru; Aramaki, Yoshio; Seto, Masaki; Imoto, Hiroshi; Nishikawa, Youichi; Kanzaki, Naoyuki; Okamoto, Mika; Sawada, Hidekazu; Nishimura, Osamu; Baba, Masanori; Fujino, Masahiko Journal of Medicinal Chemistry, 2000 , vol. 43, # 10 p. 2049 - 2063

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-P330-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   3.2465
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   5

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