5-Bromo-6-chloro-1H-indole

Name: 5-Bromo-6-chloro-1H-indole
Brand: ChemScene
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CAS No. 122531-09-3
Cat. No. CS-W006751
Purity≥95%
MDL No.MFCD11848566

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 122531-09-3

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General Information

CAS No. 122531-09-3
Cat. No. CS-W006751
Purity ≥95%
MDL No. MFCD11848566
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅BrClN
Molecular Weight 230.49
Synonym(s) 5-Bromo-6-chloro-indole
SMILES ClC1=CC2=C(C=C1Br)C=CN2

Description

5-Bromo-6-chloro-1H-indole features a halogenated indole core with bromine at C5 and chlorine at C6, delivering enhanced electron-withdrawing character. This substitution pattern supports direct functionalization in cross-coupling reactions and facilitates integration into bioactive heterocycles. The compound exhibits bench-stable handling and compatibility with palladium-catalyzed transformations under standard conditions.

Application

5-Bromo-6-chloro-1H-indole serves as a valuable building block for the synthesis of functionalized indole scaffolds in medicinal chemistry and materials science. Its complementary halogenation pattern enables selective cross-coupling reactions, particularly Pd-catalyzed Suzuki-Miyaura and Stille couplings, with high regiocontrol. The compound exhibits excellent bench stability, facilitates straightforward purification by recrystallization or column chromatography, and tolerates a range of functional groups, making it well-suited for iterative synthetic strategies in API development and heterocyclic library construction.

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 15.79
LogP 3.5838
H_Acceptors 0
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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5-Bromo-6-chloro-1H-indole

CAS No. 122531-09-3

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