4-Bromo-5-chloro-1H-indole

Name: 4-Bromo-5-chloro-1H-indole
Brand: ChemScene
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CAS No. 1191028-48-4
Cat. No. CS-0096441
Purity≥96%
MDL No.MFCD22628142

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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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General Information

CAS No. 1191028-48-4
Cat. No. CS-0096441
Purity ≥96%
MDL No. MFCD22628142
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅BrClN
Molecular Weight 230.49
Synonym(s) None
SMILES ClC1=C(Br)C2=C(NC=C2)C=C1

Description

4-Bromo-5-chloro-1H-indole is a halogenated indole scaffold featuring bromine at the 4-position and chlorine at the 5-position, enabling selective functionalization in synthetic transformations. This electron-deficient heterocycle integrates readily into pharmaceutical intermediates and bioactive molecule frameworks. The dual halogen substitution enhances reactivity in cross-coupling processes while maintaining stability under standard handling conditions.

Application

4-Bromo-5-chloro-1H-indole serves as a versatile building block for the synthesis of functionalized indole scaffolds. Its halogenated positions enable palladium-catalyzed cross-coupling reactions, including Suzuki and Stille couplings, with high efficiency and selectivity. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative medicinal chemistry campaigns and scale-up applications in API development.

Safety Information

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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-P280-P302+P352

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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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4-Bromo-5-chloro-1H-indole

CAS No. 1191028-48-4

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