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CS-W001157 4
Total: USD 88.00

5-Bromo-7-nitroindoline

  • CAS No. 80166-90-1

  • Cat. No. CS-W008381
  • Molecule weight243.06
  • Purity≥97%
  • MDL No.MFCD00005708

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

5-Bromo-7-nitroindoline|CS-W008381

Structure of 80166-90-1

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General Information

  • CAS No. 80166-90-1
  • Cat. No. CS-W008381
  • Purity ≥97%
  • MDL No. MFCD00005708
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BrN₂O₂
  • Molecular Weight 243.06
  • Synonym(s) 5-Bromo-7-nitroindoline 5-Bromo-7-nitro-2,3-dihydroindole in stock Factory
  • SMILES O=[N+](C1=CC(Br)=CC2=C1NCC2)[O-]

Description

5-Bromo-7-nitroindoline delivers a sterically accessible indoline scaffold bearing a bromine at the 5-position and a nitro group at the 7-position, enabling direct functionalization in cross-coupling and electrophilic substitution reactions. This electron-deficient heterocycle facilitates efficient derivatization under standard conditions.

Application

5-Bromo-7-nitroindoline serves as a versatile building block for the synthesis of functionalized indoline scaffolds, enabling direct C–H functionalization and cross-coupling reactions. Its bromo and nitro groups provide orthogonal reactivity for palladium-catalyzed transformations and selective reduction sequences, facilitating access to complex heterocycles. The compound exhibits good bench stability and is amenable to standard purification techniques, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • 1-(5-Bromo-7-nitroindolin-1-yl)ethanone|CS-0155041
      62368-07-4
    • ~%
    • In-stock
      5-Bromo-7-nitroindoline|CS-W008381
      80166-90-1

    References

    • Chemical and Pharmaceutical Bulletin, , vol. 48, # 6 p. 817 - 827
  • Route2
    • (S)-Benzyl 2-amino-4-methylpentanoate|CS-0356447
      1738-69-8
    • null|null
      80166-86-5
    • ~%
    • In-stock
      5-Bromo-7-nitroindoline|CS-W008381
      80166-90-1
    • null|null
      77511-32-1
    • null|null
      77511-32-1

    References

    • Journal of the American Chemical Society, , vol. 103, # 25 p. 7674 - 7675
  • Route3
    • null|null
      71591-20-3
    • null|null
      80166-87-6
    • ~%
    • In-stock
      5-Bromo-7-nitroindoline|CS-W008381
      80166-90-1
    • null|null
      80166-88-7
    • null|null
      80166-88-7

    References

    • Journal of the American Chemical Society, , vol. 103, # 25 p. 7674 - 7675

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-H312-H315-H319-H332-H335-H402
Precautionary Statements : P260-P261-P264-P270-P271-P273-P280-P301+P310-P302+P352-P304+P341-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   55.17
  • LogP   2.3253
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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