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CS-W001157 4
Total: USD 88.00

2-(3-Iodopropyl)isoindoline-1,3-dione

  • CAS No. 5457-29-4

  • Cat. No. CS-0188359
  • Purity≥98%
  • MDL No.None

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

2-(3-Iodopropyl)isoindoline-1,3-dione|CS-0188359

Structure of 5457-29-4

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General Information

  • CAS No. 5457-29-4
  • Cat. No. CS-0188359
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₀INO₂
  • Molecular Weight 315.11
  • Synonym(s) 2-(3-Iodo-propyl)-isoindole-1,3-dione
  • SMILES O=C1C=2C=CC=CC2C(=O)N1CCCI

Description

This isoindoline-1,3-dione derivative features a 3-iodopropyl side chain enabling facile conjugation via palladium-catalyzed coupling. The electron-deficient dione core enhances reactivity in nucleophilic addition processes, while the iodide serves as a robust handle for further functionalization. Bench-stable and moisture-tolerant, it streamlines synthesis of bioconjugates and advanced intermediates.

Application

2-(3-Iodopropyl)isoindoline-1,3-dione serves as a versatile bifunctional building block for medicinal chemistry and materials synthesis. The iodide group enables palladium-catalyzed cross-coupling reactions, while the phthalimide moiety provides a stable, easily removable nitrogen protecting group. Its bench-stable nature and compatibility with diverse reaction conditions facilitate efficient functionalization in multistep syntheses.

Synthesis

  • Route1

    References

    • Zhou, Jianrong; Fu, Gregory C. Journal of the American Chemical Society, 2003 , vol. 125, # 41 p. 12527 - 12530
  • Route2

    References

    • Prabhakaran; Woo; Yorgey; Gould Journal of the American Chemical Society, 1988 , vol. 110, # 17 p. 5785 - 5791
  • Route3

    References

    • Prabhakaran; Woo; Yorgey; Gould Journal of the American Chemical Society, 1988 , vol. 110, # 17 p. 5785 - 5791

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06,GHS08
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331-H341
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.38
  • LogP   2.1077
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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