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CS-W001157 4
Total: USD 88.00

Ethyl (2-bromophenyl)acetate

  • CAS No. 2178-24-7

  • Cat. No. CS-0151599
  • Purity≥97%
  • MDL No.MFCD00051921

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

Ethyl (2-bromophenyl)acetate|CS-0151599

Structure of 2178-24-7

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General Information

  • CAS No. 2178-24-7
  • Cat. No. CS-0151599
  • Purity ≥97%
  • MDL No. MFCD00051921
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₁BrO₂
  • Molecular Weight 243.10
  • Synonym(s) Ethyl 2-(2-bromophenyl)acetate
  • SMILES CCOC(=O)CC1=CC=CC=C1Br

Description

Ethyl (2-bromophenyl)acetate features a brominated phenyl ring positioned ortho to the acetate ester, enabling direct functionalization in cross-coupling reactions. This bench-stable reagent integrates seamlessly into synthetic sequences requiring aryl halide handles, offering predictable regiochemistry and compatibility with palladium-catalyzed transformations under standard conditions.

Application

Ethyl (2-bromophenyl)acetate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted phenylacetic acid derivatives and functionalized heterocycles. The ortho-bromo substituent facilitates palladium-catalyzed cross-coupling reactions, while the ester group supports selective transformations including reduction, hydrolysis, and nucleophilic substitution. Its bench-stable nature and compatibility with diverse reaction conditions make it a practical choice for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      64-17-5
    • In-stock
      2-(2-Bromophenyl)acetic acid|CS-W007544
      18698-97-0
    • ~91%
    • In-stock
      Ethyl (2-bromophenyl)acetate|CS-0151599
      2178-24-7

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH Patent: WO2009/121919 A1, 2009 ; Location in patent: Page/Page column 163 ; WO 2009/121919 A1
  • Route2
    • In-stock
      1-Bromo-2-iodobenzene|CS-W008713
      583-55-1
    • null|null
      5764-82-9
    • ~62%
    • In-stock
      Ethyl (2-bromophenyl)acetate|CS-0151599
      2178-24-7

    References

    • Wong, Brian; Linghu, Xin; Crawford, James J.; Drobnick, Joy; Lee, Wendy; Zhang, Haiming Tetrahedron, 2014 , vol. 70, # 7 p. 1508 - 1515
  • Route3
    • In-stock
      2-(2-Bromophenyl)acetic acid|CS-W007544
      18698-97-0
    • null|null
      75-03-6
    • ~%
    • In-stock
      Ethyl (2-bromophenyl)acetate|CS-0151599
      2178-24-7

    References

    • US2011/224304 A1, ; Page/Page column 12 ;

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-P302+P352-P304+P340

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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