6-Bromo-1H-indole-2-carbaldehyde

Name: 6-Bromo-1H-indole-2-carbaldehyde
Brand: ChemScene
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CAS No. 105191-12-6
Cat. No. CS-0050314
Purity≥97%
MDL No.MFCD06738308

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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+
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6-Bromo-1H-indole-2-carbaldehyde|CS-0050314

Structure of 105191-12-6

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Description

6-Bromo-1H-indole-2-carbaldehyde features a brominated indole core with a reactive aldehyde handle at the 2-position. This electron-deficient scaffold integrates readily into heterocyclic syntheses, enabling efficient access to functionalized indoles under standard conditions. The para-bromo substitution enhances electrophilic reactivity while maintaining bench-stable handling properties.

Application

6-Bromo-1H-indole-2-carbaldehyde serves as a versatile building block for the synthesis of biologically active indole derivatives. The aldehyde functionality enables facile incorporation into Ugi, Mannich, and reductive amination reactions, while the bromine substituent supports palladium-catalyzed cross-coupling transformations. Its bench-stable nature and compatibility with diverse reaction conditions facilitate efficient access to complex heterocyclic scaffolds in medicinal chemistry and materials science applications.

General Information

CAS No. 105191-12-6
Cat. No. CS-0050314
Purity ≥97%
MDL No. MFCD06738308
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₆BrNO
Molecular Weight 224.06
Synonym(s) None
SMILES O=CC(N1)=CC2=C1C=C(Br)C=C2

Computational Chemistry Data

TPSA 32.86
LogP 2.7429
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

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 Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Indole compounds

Key Words

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6-Bromo-1H-indole-2-carbaldehyde

CAS No. 105191-12-6

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