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CS-W001157 4
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7-Bromo-5-nitro-1H-indole

  • CAS No. 87240-07-1

  • Cat. No. CS-0094660
  • Purity≥95%
  • MDL No.MFCD04038858

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

7-Bromo-5-nitro-1H-indole|CS-0094660

Structure of 87240-07-1

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General Information

  • CAS No. 87240-07-1
  • Cat. No. CS-0094660
  • Purity ≥95%
  • MDL No. MFCD04038858
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrN₂O₂
  • Molecular Weight 241.04
  • Synonym(s) 7-BROMO-5-NITROINDOLE
  • SMILES O=[N+](C1=CC2=C(NC=C2)C(Br)=C1)[O-]

Description

7-Bromo-5-nitro-1H-indole features a bromine substituent at the 7-position and a nitro group at the 5-position, creating an electron-deficient indole core. This dual functionalization enables direct incorporation into cross-coupling reactions and facilitates downstream derivatization in medicinal chemistry and materials synthesis.

Application

7-Bromo-5-nitro-1H-indole serves as a versatile building block for the synthesis of functionalized indoles, enabling direct electrophilic substitution at C-3 and subsequent cross-coupling reactions. The bromo group facilitates Pd-catalyzed transformations, while the nitro function provides a handle for selective reduction or further derivatization. Its bench-stable crystalline form simplifies handling and purification in multi-step synthetic sequences.

Synthesis

  • Route1

    References

    • Phytochemistry (Elsevier), , vol. 21, # 12 p. 2879 - 2886
  • Route2

    References

    • Phytochemistry (Elsevier), , vol. 21, # 12 p. 2879 - 2886

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

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Computational Chemistry Data

  • TPSA   58.93
  • LogP   2.8386
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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