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CS-W001157 4
Total: USD 88.00

2-(3-Bromopropyl)-1H-isoindole-1,3(2H)-dione

  • CAS No. 5460-29-7

  • Cat. No. CS-W020520
  • Molecule weight268.11
  • Purity≥95%
  • MDL No.MFCD00005904

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

2-(3-Bromopropyl)-1H-isoindole-1,3(2H)-dione|CS-W020520

Structure of 5460-29-7

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General Information

  • CAS No. 5460-29-7
  • Cat. No. CS-W020520
  • Purity ≥95%
  • MDL No. MFCD00005904
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₀BrNO₂
  • Molecular Weight 268.11
  • Synonym(s) (3-Bromopropyl)phthalimide; (γ-Bromopropyl)phthalimide; 1-Phthalimido-3-bromopropane; 2-(3-Bromopropyl)-1H-isoindol-1,3(2H)-dione; 2-(3-Bromopropyl)-2,3-dihydro-1H-isoindol-1,3-dione; N-(3-bromopropyl)-phthalimide
  • SMILES O=C1N(CCCBr)C(C2=C1C=CC=C2)=O

Description

This bromoalkylated isoindoline derivative features a reactive 3-bromopropyl side chain enabling direct conjugation with nucleophiles. The electron-deficient isoindole core enhances stability and facilitates downstream functionalization in synthetic workflows requiring selective alkylation or cross-coupling reactions.

Application

2-(3-Bromopropyl)-1H-isoindole-1,3(2H)-dione serves as a versatile bifunctional building block for medicinal chemistry and materials synthesis. The bromide functionality enables facile SN2 displacement or transition-metal-catalyzed coupling reactions, while the phthalimide core offers stability and orthogonal reactivity. Its bench-stable nature and compatibility with common reaction conditions facilitate efficient incorporation into complex molecular architectures.

Synthesis

  • Route1
    • null|null
      136918-14-4
    • In-stock
      1,3-Dibromopropane|CS-W020641
      109-64-8
    • ~92%
    • In-stock
      2-(3-Bromopropyl)-1H-isoindole-1,3(2H)-dione|CS-W020520
      5460-29-7

    References

    • Jaskowska, Jolanta; Kowalski, Piotr Journal of Heterocyclic Chemistry, 2008 , vol. 45, # 5 p. 1371 - 1375
  • Route2

    References

    • Crosignani, Stefano; Nadal, Brice; Li, Zhengning; Linclau, Bruno Chemical Communications, 2003 , # 2 p. 260 - 261
  • Route3
    • null|null
      1074-82-4
    • In-stock
      1,3-Dibromopropane|CS-W020641
      109-64-8
    • ~85%
    • In-stock
      2-(3-Bromopropyl)-1H-isoindole-1,3(2H)-dione|CS-W020520
      5460-29-7

    References

    • Gauchot, Vincent; Branca, Mathieu; Schmitzer, Andreea Chemistry - A European Journal, 2014 , vol. 20, # 6 p. 1530 - 1538

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   37.38
  • LogP   2.0676
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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