4-Bromo-1-methyl-1H-indole

Name: 4-Bromo-1-methyl-1H-indole
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CAS No. 590417-55-3
Cat. No. CS-0054048
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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General Information

CAS No. 590417-55-3
Cat. No. CS-0054048
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈BrN
Molecular Weight 210.07
Synonym(s) 4-Bromo-1-methylindole
SMILES CN1C=CC2=C1C=CC=C2Br

Description

4-Bromo-1-methyl-1H-indole features a bromine substituent at the 4-position and a methyl group at the nitrogen, conferring enhanced electron density and stability. This configuration supports efficient coupling in cross-coupling reactions, particularly in palladium-catalyzed transformations. The compound serves as a valuable building block in medicinal chemistry and materials science due to its predictable reactivity and bench-stable nature.

Application

4-Bromo-1-methyl-1H-indole serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine handle and electron-rich indole core. The methyl group at the nitrogen enhances stability and solubility, while the substitution pattern supports orthogonal functionalization in multi-step syntheses. This compound facilitates efficient access to substituted indole scaffolds commonly found in bioactive molecules and functional polymers.

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-H319
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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Computational Chemistry Data

TPSA 4.93
LogP 2.9408
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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4-Bromo-1-methyl-1H-indole

CAS No. 590417-55-3

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