3-Bromo-9-(4-bromophenyl)-9H-carbazole

Name: 3-Bromo-9-(4-bromophenyl)-9H-carbazole
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CAS No. 1226860-66-7
Cat. No. CS-0098808
Purity≥97%
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+
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3-Bromo-9-(4-bromophenyl)-9H-carbazole|CS-0098808

Structure of 1226860-66-7

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General Information

CAS No. 1226860-66-7
Cat. No. CS-0098808
Purity ≥97%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₁₁Br₂N
Molecular Weight 401.09
Synonym(s) 3-BroMo-9-(4-broMophenyl)carbazole
SMILES BrC1=CC=C(N2C3=C(C4=C2C=CC=C4)C=C(Br)C=C3)C=C1

Description

3-Bromo-9-(4-bromophenyl)-9H-carbazole features a carbazole core functionalized with bromine atoms at the 3-position and para to a phenyl ring, enabling efficient coupling in cross-coupling reactions. The electron-rich aromatic system enhances reactivity in palladium-catalyzed transformations. This structure supports modular synthesis of conjugated materials for optoelectronic applications.

Application

3-Bromo-9-(4-bromophenyl)-9H-carbazole serves as a versatile building block for constructing carbazole-based scaffolds in medicinal chemistry and materials science. The molecule features two bromine substituents at regioselective positions, enabling efficient palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Stille couplings. Its bench-stable, crystalline nature facilitates handling and purification, while the electron-rich carbazole core supports diverse functionalization. This compound functions effectively in the synthesis of advanced organic semiconductors and potential kinase inhibitors.

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-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 6.3087
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Key Words

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3-Bromo-9-(4-bromophenyl)-9H-carbazole

CAS No. 1226860-66-7

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