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CS-W001157 4
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4-(2-Bromoethyl)benzoic acid

  • CAS No. 52062-92-7

  • Cat. No. CS-W012985
  • Purity≥96%
  • MDL No.MFCD00016541

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

4-(2-Bromoethyl)benzoic acid|CS-W012985

Structure of 52062-92-7

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General Information

  • CAS No. 52062-92-7
  • Cat. No. CS-W012985
  • Purity ≥96%
  • MDL No. MFCD00016541
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉BrO₂
  • Molecular Weight 229.07
  • Synonym(s) 4-(2-BROMOETHYL)BENZOICACID
  • SMILES O=C(O)C1=CC=C(CCBr)C=C1

Description

4-(2-Bromoethyl)benzoic acid features a bromoethyl chain appended to the para position of a benzoic acid scaffold, enabling direct conjugation or functionalization in synthetic workflows. This installation provides a reactive handle for nucleophilic substitution reactions, facilitating the integration of diverse moieties into complex molecular architectures under mild conditions.

Application

4-(2-Bromoethyl)benzoic acid serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. The pendant bromoethyl group enables efficient Suzuki-Miyaura and Buchwald-Hartwig couplings, while the carboxylic acid facilitates amide formation, esterification, or salt formation. Its bench-stable nature and compatibility with standard purification methods make it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • 1-(4-(2-Bromoethyl)phenyl)ethanone|CS-0155094
      40422-73-9
    • ~%
    • In-stock
      4-(2-Bromoethyl)benzoic acid|CS-W012985
      52062-92-7

    References

    • AZIENDE CHIMICHE RIUNITE ANGELINI FRANCESCO A.C.R.A.F. S.P.A. Patent: WO2009/62883 A1, 2009 ; Location in patent: Page/Page column 16-17 ;
  • Route2
    • 4-(2-Bromoethyl)benzaldehyde|CS-0317201
      7617-70-1
    • ~73%
    • In-stock
      4-(2-Bromoethyl)benzoic acid|CS-W012985
      52062-92-7

    References

    • Uvarova, L. R.; Burykina, L. K.; Zubareva, M. M.; Polyanskii, I. D. Journal of Organic Chemistry USSR (English Translation), 1988 , p. 1346 - 1349 Zhurnal Organicheskoi Khimii, 1988 , vol. 24, # 7 p. 1495 - 1499
  • Route3
    • null|null
      103-63-9
    • ~%
    • In-stock
      4-(2-Bromoethyl)benzoic acid|CS-W012985
      52062-92-7

    References

    • Smith,J.H.; Menger,F.M. Journal of Organic Chemistry, 1969 , vol. 34, p. 77 - 80

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   2.3222
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   3

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