5-Chloro-6-(trifluoromethyl)-1H-indole

Name: 5-Chloro-6-(trifluoromethyl)-1H-indole
Brand: ChemScene
Availability: InStock
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CAS No. 1186404-60-3
Cat. No. CS-0199285
Purity≥98%
MDL No.None

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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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5-Chloro-6-(trifluoromethyl)-1H-indole|CS-0199285

Structure of 1186404-60-3

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Description

5-Chloro-6-(trifluoromethyl)-1H-indole features a sterically accessible indole core with complementary electron-deficient character, enabling efficient coupling in cross-coupling and C–H functionalization reactions. The trifluoromethyl group enhances metabolic stability, while the chlorine substituent facilitates downstream derivatization under standard palladium-catalyzed conditions. This scaffold serves as a key building block in medicinal chemistry for targeted heterocyclic architectures.

Application

5-Chloro-6-(trifluoromethyl)-1H-indole serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted indole scaffolds via Pd-catalyzed cross-coupling reactions. The electron-deficient aryl chloride and trifluoromethyl group confer enhanced metabolic stability and modulate electronic properties, while the indole core provides a robust framework for bioactive molecule synthesis. Its bench-stable nature and compatibility with standard reaction conditions facilitate straightforward incorporation into complex molecular architectures.

General Information

CAS No. 1186404-60-3
Cat. No. CS-0199285
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₅ClF₃N
Molecular Weight 219.59
Synonym(s) chlorotrifluoromethylindole
SMILES C1=CNC2=CC(=C(C=C12)Cl)C(F)(F)F

Computational Chemistry Data

TPSA 15.79
LogP 3.8401
H_Acceptors 0
H_Donors 1
Rotatable_Bonds 0

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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Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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5-Chloro-6-(trifluoromethyl)-1H-indole

CAS No. 1186404-60-3

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