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CS-W001157 4
Total: USD 88.00

7-Nitroindoline-2,3-dione

  • CAS No. 112656-95-8

  • Cat. No. CS-W022554
  • Purity≥95%
  • MDL No.MFCD02066502

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

7-Nitroindoline-2,3-dione|CS-W022554

Structure of 112656-95-8

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General Information

  • CAS No. 112656-95-8
  • Cat. No. CS-W022554
  • Purity ≥95%
  • MDL No. MFCD02066502
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄N₂O₄
  • Molecular Weight 192.13
  • Synonym(s) 7-Nitro-1H-indole-2,3-dione
  • SMILES O=C1NC2=C(C=CC=C2[N+]([O-])=O)C1=O

Description

7-Nitroindoline-2,3-dione features a fused indoline core with electron-deficient quinone functionality, enabling selective reactivity in cycloaddition and oxidative transformation workflows. The para-nitro group enhances electrophilicity while maintaining bench-stable handling characteristics under standard conditions.

Application

7-Nitroindoline-2,3-dione serves as a versatile building block in synthetic organic chemistry, enabling the construction of complex heterocyclic scaffolds through established cycloaddition and functional group transformation protocols. Its electron-deficient indoline core facilitates regioselective reactions with nucleophiles, while the nitro and dione functionalities provide orthogonal handles for further derivatization. Bench-stable and amenable to standard purification methods, it functions effectively in multistep syntheses targeting bioactive molecules.

Synthesis

  • Route1
    • null|null
      17122-60-0
    • ~93%
    • In-stock
      7-Nitroindoline-2,3-dione|CS-W022554
      112656-95-8

    References

    • Wang, Jingjing; Zuo, Sujing; Chen, Weiqiang; Zhang, Xinrui; Tan, Kaixin; Tian, Yun; Wang, Jianhui Journal of Organic Chemistry, 2013 , vol. 78, # 17 p. 8217 - 8231
  • Route2

    References

    • Kumar, Chebolu Naga Sesha Sai Pavan; Devi, Chebrolu Lavanya; Rao, Vaidya Jayathirtha; Palaniappan, Srinivasan Synlett, 2008 , # 13 p. 2023 - 2027
  • Route3
    • null|null
      88-74-4
    • ~%
    • In-stock
      7-Nitroindoline-2,3-dione|CS-W022554
      112656-95-8

    References

    • Journal of the American Chemical Society, , vol. 69, p. 380,381

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   89.31
  • LogP   0.7296
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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