Lot numbers can be found on the outside label of a product:
7-Bromo-5-nitroindoline
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CAS No. 87240-06-0
- Cat. No. CS-0131070
- Purity≥98%
- MDL No.MFCD09258800
*For research and further manufacturing use only, not for direct human use.
Structure of 87240-06-0
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General Information
- CAS No. 87240-06-0
- Cat. No. CS-0131070
- Purity ≥98%
- MDL No. MFCD09258800
- 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) NSC 283852
- SMILES O=[N+](C1=CC2=C(NCC2)C(Br)=C1)[O-]
Description
7-Bromo-5-nitroindoline integrates a bromine substituent and a nitro group at distinct positions on the indoline scaffold, enabling selective functionalization in cross-coupling and electrophilic substitution reactions. The electron-deficient nature of the nitro group enhances reactivity in transition-metal-catalyzed transformations, while the bromo handle facilitates further diversification. This compound exhibits bench-stable handling characteristics under standard conditions, making it suitable for use in synthetic medicinal chemistry and materials development workflows.
Application
7-Bromo-5-nitroindoline serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the indoline core through palladium-catalyzed cross-coupling reactions. The bromo group facilitates C–C bond formation under standard Suzuki, Stille, or Negishi conditions, while the nitro group provides a handle for selective reduction and subsequent derivatization. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for iterative synthesis of complex heterocyclic scaffolds.
Synthesis
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Route1
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In-stock
32692-19-6 - ~95%
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In-stock
87240-06-0
References
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Synaptic Pharmaceutical Corporation Patent: US5677321 A1, 1997 ; US 5677321 A
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Route2
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In-stock
16078-30-1 - ~%
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In-stock
87240-06-0
References
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Gall et al. Journal of Organic Chemistry, 1955 , vol. 20, p. 1538,1541
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Route3
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In-stock
33632-27-8 - ~%
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In-stock
87240-06-0
References
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Gall et al. Journal of Organic Chemistry, 1955 , vol. 20, p. 1538,1541
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H315-H319-H320
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Precautionary Statements : P264-P280-P302+P352-P338-P362
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Quality Control
Computational Chemistry Data
- TPSA 55.17
- LogP 2.3253
- H_Acceptors 3
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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