Lot numbers can be found on the outside label of a product:
3,6-Dibromo-9-n-octyl-carbazole
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CAS No. 79554-93-1
- Cat. No. CS-0168023
- Purity≥98%
- MDL No.MFCD23703112
*For research and further manufacturing use only, not for direct human use.
Structure of 79554-93-1
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General Information
- CAS No. 79554-93-1
- Cat. No. CS-0168023
- Purity ≥98%
- MDL No. MFCD23703112
- Storage Store at room temperature
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₂₀H₂₃Br₂N
- Molecular Weight 437.21
- Synonym(s) 3,6-Dibromo-9-octyl-9H-carbazole
- SMILES CCCCCCCCN1C2=C(C3=C1C=CC(Br)=C3)C=C(Br)C=C2
Description
3,6-Dibromo-9-n-octyl-carbazole features a sterically hindered carbazole core with brominated positions enabling facile cross-coupling. The n-octyl chain enhances solubility in organic media while maintaining electronic integrity. This compound serves as a key building block for conjugated polymers and small-molecule semiconductors in optoelectronic applications.
Application
3,6-Dibromo-9-n-octyl-carbazole serves as a versatile building block for the synthesis of functionalized carbazole-based materials. The bromine substituents enable palladium-catalyzed cross-coupling reactions, facilitating the construction of conjugated polymers and organic semiconductors. The n-octyl chain enhances solubility and processability, improving film-forming properties in optoelectronic applications. This compound exhibits good bench stability and is readily purified by column chromatography, making it well-suited for iterative synthetic workflows in materials science.
Synthesis
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Route1
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4041-19-4 - ~91%
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In-stock
79554-93-1
References
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Zhang, Tianfu; Wang, Jinze; Zhou, Manxi; Ma, Li; Yin, Guangzhong; Chen, Guangxin; Li, Qifang Tetrahedron, 2014 , vol. 70, # 14 p. 2478 - 2486
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References
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Ren, Ming-Guang; Guo, Hui-Jun; Qi, Fei; Song, Qin-Hua Organic and Biomolecular Chemistry, 2011 , vol. 9, # 20 p. 6913 - 6916
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Route3
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In-stock
111-83-1 - ~%
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In-stock
79554-93-1
References
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Brunner, Klemens; Van Dijken, Addy; Boerner, Herbert; Bastiaansen, Jolanda J. A. M.; Kiggen, Nicole M. M.; Langeveld, Bea M. W. Journal of the American Chemical Society, 2004 , vol. 126, # 19 p. 6035 - 6042
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H315-H319
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Precautionary Statements : P264-P280-P302+P352-P362+P364
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Quality Control
Computational Chemistry Data
- TPSA 4.93
- LogP 7.68
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 7
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Key Words
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