6-Bromo-4-nitro-1H-indole

Name: 6-Bromo-4-nitro-1H-indole
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CAS No. 885520-50-3
Cat. No. CS-0041610
Purity≥95%
MDL No.MFCD07781453

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FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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General Information

CAS No. 885520-50-3
Cat. No. CS-0041610
Purity ≥95%
MDL No. MFCD07781453
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅BrN₂O₂
Molecular Weight 241.04
Synonym(s) 6-Bromo-4-nitro indole
SMILES O=[N+](C1=CC(Br)=CC2=C1C=CN2)[O-]

Description

6-Bromo-4-nitro-1H-indole features a bromine substituent at the 6-position and a nitro group at the 4-position on the indole core, creating a highly electron-deficient heterocycle. This combination enables direct functionalization in cross-coupling reactions and facilitates incorporation into complex molecular architectures requiring precise electronic tuning.

Application

6-Bromo-4-nitro-1H-indole serves as a versatile building block for functionalized indole scaffolds, enabling palladium-catalyzed cross-coupling reactions at the bromine site and nitro group reduction to afford key intermediates in medicinal chemistry. Its stability under standard reaction conditions and compatibility with diverse transformations make it well-suited for synthesis of biologically active heterocycles and API precursors.

Safety Information

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Computational Chemistry Data

TPSA 58.93
LogP 2.8386
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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6-Bromo-4-nitro-1H-indole

CAS No. 885520-50-3

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