3,6-Dibromo-9-phenyl-9H-carbazole

Name: 3,6-Dibromo-9-phenyl-9H-carbazole
Brand: ChemScene
Availability: InStock
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CAS No. 57103-20-5
Cat. No. CS-W011703
Purity≥98%
MDL No.MFCD08276338

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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3,6-Dibromo-9-phenyl-9H-carbazole|CS-W011703

Structure of 57103-20-5

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General Information

CAS No. 57103-20-5
Cat. No. CS-W011703
Purity ≥98%
MDL No. MFCD08276338
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₁₁Br₂N
Molecular Weight 401.10
Synonym(s) 9H-carbazole, 3,6-dibromo-9-phenyl-
SMILES BrC1=CC=C2N(C3=CC=C(Br)C=C3C2=C1)C1=CC=CC=C1

Description

3,6-Dibromo-9-phenyl-9H-carbazole features a rigid, electron-rich carbazole core functionalized with bromine atoms at the 3 and 6 positions and a phenyl group at the 9-position. This configuration enables efficient coupling in cross-coupling reactions, particularly in the synthesis of conjugated polymers and organic semiconductors. The molecule exhibits enhanced stability and solubility under standard conditions, facilitating its use in materials chemistry workflows.

Application

3,6-Dibromo-9-phenyl-9H-carbazole serves as a versatile building block for the synthesis of conjugated materials and heterocyclic frameworks. The dibromo substitution pattern enables efficient palladium-catalyzed cross-coupling reactions, facilitating the construction of biaryl and oligomeric architectures. Its phenyl-substituted carbazole core provides enhanced stability and solubility, supporting applications in organic electronics and medicinal chemistry scaffolds.

Synthesis

Route1
- In-stock
  
  1150-62-5
- ~98%
- In-stock
  
  57103-20-5
References
- Park, Minnie; Buck, Jason R.; Rizzo, Carmelo J. Tetrahedron, 1998 , vol. 54, # 42 p. 12707 - 12714
Route2
- In-stock
  
  591-50-4
- In-stock
  
  6825-20-3
- ~85%
- In-stock
  
  57103-20-5
References
- Samsung SDI Co., Ltd. Patent: EP1921082 A1, 2008 ; Location in patent: Page/Page column 35-36 ;
Route3
- 86-74-8
- ~%
- In-stock
  
  57103-20-5
References
- EP2343277 A2, ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS05,GHS07
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H318-H413
Precautionary Statements : P264-P270-P273-P280-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 4.93
LogP 6.3087
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Material Science Material Composite Block Semiconducting Polymer Synthetic Building Block

Material Science Solar Cell Materials Donor Intermediate DI

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Carbazole compounds

Material Science Material Building Blocks Small Molecule Semiconductor Building Blocks Carbazoles

Key Words

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3,6-Dibromo-9-phenyl-9H-carbazole

CAS No. 57103-20-5

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