9-(4-Iodophenyl)-9H-carbazole

Name: 9-(4-Iodophenyl)-9H-carbazole
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CAS No. 57103-15-8
Cat. No. CS-0099224
Molecule weight369.20
Purity≥95%
MDL No.MFCD11617970

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9-(4-Iodophenyl)-9H-carbazole|CS-0099224

Structure of 57103-15-8

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General Information

CAS No. 57103-15-8
Cat. No. CS-0099224
Purity ≥95%
MDL No. MFCD11617970
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₁₂IN
Molecular Weight 369.20
Synonym(s) 9-(4-Iodophenyl)carbazole
SMILES IC1=CC=C(N2C3=C(C4=C2C=CC=C4)C=CC=C3)C=C1

Description

9-(4-Iodophenyl)-9H-carbazole is a bench-stable, electron-rich carbazole derivative featuring a para-iodophenyl group at the 9-position. This substitution enhances its utility in cross-coupling reactions, enabling efficient integration into conjugated polymers and organic semiconductors. The iodide moiety serves as a reactive handle for palladium-catalyzed transformations.

Application

9-(4-Iodophenyl)-9H-carbazole serves as a versatile building block for cross-coupling reactions, enabling efficient construction of biaryl systems in medicinal chemistry and materials science. The iodophenyl group exhibits high reactivity in Pd-catalyzed coupling processes such as Suzuki, Stille, and Negishi reactions, while the carbazole core provides structural rigidity and electronic stability. Bench-stable and readily purified by column chromatography, it functions reliably in multi-step syntheses requiring orthogonal functionalization.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 4.93
LogP 5.3883
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Carbazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Material Science Material Composite Block Small Molecule Semiconductor Synthesis Building Block

Material Science Material Building Blocks Small Molecule Semiconductor Building Blocks Carbazoles

Key Words

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9-(4-Iodophenyl)-9H-carbazole

CAS No. 57103-15-8

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