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CS-W001157 4
Total: USD 88.00

2-(4-Bromophenyl)isoindoline-1,3-dione

  • CAS No. 40101-31-3

  • Cat. No. CS-0182188
  • Purity≥98%
  • MDL No.None

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

2-(4-Bromophenyl)isoindoline-1,3-dione|CS-0182188

Structure of 40101-31-3

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General Information

  • CAS No. 40101-31-3
  • Cat. No. CS-0182188
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₈BrNO₂
  • Molecular Weight 302.12
  • Synonym(s) N-(4-Bromophenyl)phthalimide
  • SMILES O=C1N(C2=CC=C(Br)C=C2)C(C3=C1C=CC=C3)=O

Description

2-(4-Bromophenyl)isoindoline-1,3-dione features a brominated phenyl group attached to an isoindoline-1,3-dione core, delivering enhanced electron-withdrawing character and structural rigidity. This combination enables efficient incorporation into complex molecular architectures, particularly in pharmaceutical intermediates and functional materials. The compound exhibits excellent stability under standard bench conditions and facilitates selective coupling reactions without requiring specialized handling.

Application

2-(4-Bromophenyl)isoindoline-1,3-dione serves as a versatile building block in medicinal chemistry, enabling the synthesis of biologically active heterocycles through standard coupling and cyclization protocols. Its brominated aryl moiety facilitates palladium-catalyzed cross-coupling reactions, while the isoindoline-1,3-dione core provides structural rigidity and functional group tolerance. The compound exhibits excellent bench stability and is readily purified by recrystallization, making it well-suited for scalable synthesis workflows.

Synthesis

  • Route1
    • null|null
      85-44-9
    • null|null
      106-40-1
    • ~96%
    • In-stock
      2-(4-Bromophenyl)isoindoline-1,3-dione|CS-0182188
      40101-31-3

    References

    • Mogilaiah; Reddy, G. Randheer Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2004 , vol. 43, # 4 p. 882 - 884
  • Route2
    • null|null
      201230-82-2
    • In-stock
      Methyl 2-iodobenzoate|CS-W007334
      610-97-9
    • null|null
      106-40-1
    • ~68%
    • In-stock
      2-(4-Bromophenyl)isoindoline-1,3-dione|CS-0182188
      40101-31-3

    References

    • Worlikar, Shilpa A.; Larock, Richard C. Journal of Organic Chemistry, 2008 , vol. 73, # 18 p. 7175 - 7180
  • Route3
    • null|null
      85-44-9
    • null|null
      2101-88-4
    • ~79%
    • In-stock
      2-(4-Bromophenyl)isoindoline-1,3-dione|CS-0182188
      40101-31-3

    References

    • Sathishkumar, Murugan; Palanikumar, Kulandaivel; Mariappan, Arumugam; Archana, Sivasubramaniyan; Ponnuswamy, Alagusundaram Journal of the Iranian Chemical Society, 2012 , vol. 9, # 5 p. 681 - 685

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

  • TPSA   37.38
  • LogP   3.2497
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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