2,7-Dibromo-9-(heptadecan-9-yl)-9H-carbazole

Name: 2,7-Dibromo-9-(heptadecan-9-yl)-9H-carbazole
Brand: ChemScene
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CAS No. 955964-73-5
Cat. No. CS-0152273
Purity≥95%
MDL No.MFCD16619379

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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+
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2,7-Dibromo-9-(heptadecan-9-yl)-9H-carbazole|CS-0152273

Structure of 955964-73-5

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General Information

CAS No. 955964-73-5
Cat. No. CS-0152273
Purity ≥95%
MDL No. MFCD16619379
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₉H₄₁Br₂N
Molecular Weight 563.45
Synonym(s) 2,7-Dibromo-9-(1-octylnonyl)-9H-carbazole
SMILES CCCCCCCCC(CCCCCCCC)N1C2=C(C=CC(=C2)Br)C3=C1C=C(C=C3)Br

Description

2,7-Dibromo-9-(heptadecan-9-yl)-9H-carbazole features a carbazole core functionalized with bromine atoms at the 2 and 7 positions, enhancing electrophilic reactivity for cross-coupling applications. The C9-alkyl chain, featuring a branched heptadecane group, imparts significant solubility and film-forming properties. This structure supports use in organic semiconductor materials and advanced synthesis pathways.

Application

2,7-Dibromo-9-(heptadecan-9-yl)-9H-carbazole serves as a versatile building block for the synthesis of functionalized carbazole-based scaffolds. The dibromo substitution pattern enables efficient Pd-catalyzed cross-coupling reactions, while the long alkyl chain enhances solubility and facilitates incorporation into amphiphilic materials. Its stability under standard synthetic conditions supports reliable use in the construction of advanced organic semiconductors and bioactive heterocycles.

Synthesis

Route1
- 17049-49-9
- ~%
- In-stock
  
  955964-73-5
References
- Journal of the American Chemical Society, , vol. 134, # 46 p. 19035 - 19042
Route2
- In-stock
  
  624-08-8
- ~%
- In-stock
  
  955964-73-5
References
- Journal of the American Chemical Society, , vol. 134, # 46 p. 19035 - 19042

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-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 11.3618
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 15

Other Classifications

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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2,7-Dibromo-9-(heptadecan-9-yl)-9H-carbazole

CAS No. 955964-73-5

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